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$1,200,000
4 Beds ⋅ 4 Baths ⋅ 24205471 MLS
Step into nearly three centuries of Connecticut history, beautifully reimagined for modern living. Privately set on 1.5 beautifully established acres, this exceptional circa-1752 former Helen Foster Snow homestead is a rare convergence of architectural authenticity, exceptional craftsmanship, modern comfort, and effortless shoreline living. Just minutes from Hammonasset Beach State Park (~5 miles) and The Surf Club (~4 miles), the property offers an extraordinary sense of privacy and tranquility while remaining close to the beauty and amenities of the Connecticut shoreline. Once home to renowned journalist, author, and humanitarian Helen Foster Snow, the residence possesses a sense of history that cannot be recreated. Wide-plank floors, hand-hewn beams, period details, and beautifully proportioned, light-filled rooms preserve the soul of the original home, while extensive improvements have made the property exceptionally comfortable for contemporary living. What makes this estate particularly remarkable is the depth and continuity of its stewardship. The current owner-the craftsman behind East Guilford Construction, a respected local builder known for historic restoration and traditional post-and-beam construction-undertook improvements with the same level of care one would expect when restoring a property intended to remain in the family for generations.

148 Mungertown Rd, Madison
$489,000
2 Beds ⋅ 3 Baths ⋅ 24203806 MLS ⋅ Esterly Farms BLDG.
Welcome to 23 Esterly Farms, an exceptional end-unit townhouse offering the perfect blend of style, comfort, and turnkey convenience in one of Madison's most sought-after condominium communities. This meticulously maintained 2-bedroom, 2.5-bath home has been thoughtfully updated throughout, allowing you to move right in and enjoy worry-free living. The sun-filled interior showcases fresh paint, all-new Harvey replacement windows, updated lighting, new window treatments, and a beautifully remodeled primary bath. The refreshed kitchen features brand-new stainless steel appliances, while the inviting living area is highlighted by a fireplace with elegant new glass doors. Additional upgrades include a new washer and dryer, delivering everyday convenience and modern functionality. Significant mechanical improvements provide added peace of mind, including a new furnace, central air condenser, and hot water heater. Nearly every major system has been updated, making this home truly move-in ready.

23 Esterly Farms Rd Unit 23, Madison
$500,000
3 Beds ⋅ 3 Baths ⋅ 24204341 MLS
A Fantastic Opportunity in an Adorable Neighborhood Welcome to a home that offers incredible potential, a great location, and peace of mind with many of the major systems already updated. While this property needs work and updating, the big-ticket items have been taken care of, making this an exciting opportunity for someone looking to build equity and create a home that truly reflects their style. Recent improvements include a 2024 roof, 2024 central air conditioning, 2024 furnace, 2025 oil tank, 2025 garage doors, a 2023 hot water heater, and a brand-new septic system installed in 2026. With so many important mechanical and structural components recently addressed, you can focus your energy on transforming the interior and making the home your own. Nestled in an adorable, established neighborhood surrounded by homes that are significantly more expensive, this property presents a rare opportunity . Whether you're looking for a renovation project or an investment opportunity, the possibilities are here. Bring your vision, your ideas, and your contractor - this one is ready for its next chapter! A few offers have been submitted, please submit highest and best by Friday at 5pm

18 Saint Francis Woods Rd, Madison
$500,000
2 Beds ⋅ 2 Baths ⋅ 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
$699,000
4 Beds ⋅ 2 Baths ⋅ 24198873 MLS
Welcome to 38 Church Lane, where exceptional custom renovations meet a captivating Madison setting. Perched high on a large corner lot surrounded by mature trees, this thoughtfully updated 4-bedroom, 2.5 bath home offers sophisticated finishes, a flexible floor plan ideal for multi-generational living and privacy just minutes from Madison's town center and shoreline. The stunning kitchen, custom-crafted by Gedney Kitchens, features bespoke cabinetry and premium finishes, while an oversized fireplace anchors the inviting living room. The finished lower level includes a comfortable den with Vermont Castings wood-burning stove, custom Gedney wet bar, light-filled bedroom/office, and spa-inspired renovated bath with dual-head shower, heated floors, and heated towel rack. Outside, a brand-new composite deck overlooks terraced grounds with mature trees, stonework, curved pathways, and inviting spaces to garden, gather, and explore. An existing front-yard pond scape offers intriguing possibilities for future re-imagining. Hardie board siding with AZEK trim provides a remarkably low-maintenance exterior, complemented by energy-efficient windows and central air. Minutes from Madison's shops, dining, and beautiful shoreline beaches, this one-of-a-kind property truly must be experienced in person.

38 Church Ln, Madison
$579,900
3 Beds ⋅ 1 Baths ⋅ 24203485 MLS
Escape to the Connecticut shoreline with this beautifully styled Cape, ideally situated in desirable Madison. Offering 3 bedrooms and 1 full bath, this charming home features inviting indoor and outdoor living spaces designed for comfortable everyday living and relaxed coastal living. Set on a private, lightly wooded corner lot, the property offers a peaceful sense of privacy while remaining close to everything Madison has to offer. Recent improvements include new cedar siding, windows throughout with custom window treatments, propane fireplace installation, and professional interior painting, all completed in 2025. The roof and septic system were both replaced in 2022. Just a 5-minute drive to vibrant downtown Madison, enjoy easy access to charming boutiques, restaurants, and cafes, as well as Hammonasset Beach State Park, with miles of sandy shoreline and scenic coastal walks. Convenient access to I-95 puts downtown New Haven approximately 25 minutes away. Turnkey and thoughtfully updated, this inviting Cape offers the perfect blend of classic New England charm, modern improvements, and an exceptional shoreline location. A wonderful opportunity to enjoy the best of Madison living in a peaceful coastal setting.

6 Bower Rd, Madison
$3,200,000
5 Beds ⋅ 4 Baths ⋅ 24203132 MLS
Experience coastal Madison living with beach rights in this to be built 5-bedroom, 3.5-bathroom home featuring 4,937 square feet of high-end craftsmanship. Designed with an airy, open layout, the main level boasts 9'+ ceilings, Red Oak hardwood floors, and a chef's kitchen equipped with white Shaker cabinetry, quartz countertops, a butler's pantry, and premium Sub-Zero, Wolf, and Bosch appliances. Modern efficiency meets high design with 4-zone HVAC and tankless hot water. Upstairs, unwind in luxurious porcelain-tiled baths complete with Kohler fixtures, custom glass-door showers, and a soaking tub. Outside, enjoy a large main deck, covered front entry, landscaped grounds, and a spacious 3-car garage all just minutes from the shoreline, local schools, and downtown Madison.

22 Stone Rd, Madison
$735,000
4 Beds ⋅ 3 Baths ⋅ 24201961 MLS
DESIRABLE 4 BEDROOM NORTH MADISON HOME. Nestled on 2.62 peaceful, tree-lined acres in desirable North Madison, this classic yellow Colonial combines timeless New England charm with spacious, modern comfort. Offering 2,600+ square feet of beautifully appointed living space, the four-bedroom, 2.5 bath home is anchored by rich hardwood floors throughout the home. The front Living Room is spacious, the Family Room has a warm, inviting wood burning fireplace that serves as the heart of the main floor. The light-filled layout includes a finished basement that provides versatile extra rooms for a home gym, media area, or private office, while central air conditioning ensures year-round comfort throughout. An attached two-car garage adds everyday convenience to this tranquil retreat. Outside, the property opens up to an impressive bluestone patio designed for seamless outdoor entertaining, or simply taking in the scenic, natural views of your vast private grounds. The setting balances serene seclusion with easy accessibility, placing you just minutes from local hiking trails, North Madison amenities, close to Durham, with the vibrant shops and beaches of downtown Madison, 15 minutes away. Perfect for both relaxing everyday life and hosting family and friends, this classic residence captures the very best of shoreline Connecticut living.

450 County Rd, Madison
$700,000
3 Beds ⋅ 3 Baths ⋅ 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
$5,000,000
3 Beds ⋅ 3 Baths ⋅ 24192754 MLS
Some properties are defined by the house that sits on them. Others are defined by the land itself...by history, landscape and a sense of beauty that simply cannot be created. This is such a place. Owned and farmed by the same family for 200 years, this remarkable 16 Acre piece sitting on the Hammonassett River is the last piece of the original farm to be sold. With over 1500 ft. bordering the river, the property unfolds across open hay fields, tidal marshes and expansive river views. The landscape changes with the seasons and the light, grasses moving with the wind and water reflecting the ever changing sky...a landscape that is both bucolic and breathtaking. This is an exceptional setting for a distinctive country residence, a private retreat or a place to enjoy a quieter chapter of life. An existing, well appointed, three bedroom ranch home sits on the property and enjoys the same remarkable views. Comfortable as it stands, the home could ultimately serve as a guest house, artist's studio or private office. The property offers the potential for more than one lot, but with generations of family ownership, the sellers have hopes to see the land remain intact, so no soil testing has been undertaken for subdivision. A survey is available and buyers considering additional development should conduct their own due diligence. After two centuries in the same family, this is a rare opportunity to become the next steward of an extraordinary Connecticut landscape.

118 River Rd, Madison
$499,900
3 Beds ⋅ 2 Baths ⋅ 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
$350,000
4 Beds ⋅ 3 Baths ⋅ 24201020 MLS
Super opportunity to buy a home in Madison at a reasonable price! Needs work but well worth the effort. Owner suspects mold may be present in the basement but has received quotes for remediation and contents have been removed. The attached release and indemnification form must be signed prior to access being granted. This is a very rare and special property just waiting for you to make your own! New pictures are being taken, the one in this listing is old. Sale may be subject to probate approval

22 Pine Ridge Dr, Madison
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 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
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 ⋅ 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
$880,000
2 Beds ⋅ 2 Baths ⋅ 24183654 MLS
Turn down a long, picturesque driveway to a stunning mid-century cape, unseen from the roadway. Note, the spectacular fieldstone chimney on the large addition of the gable-end plus the closed in screened porch to the west. Ahead you'll find a large, detached 2-car garage and off to the south a small barn with great potential for an equestrian opportunity. From the screened in porch, enter the house thru its French doors. The field stone fireplace is a match to the exterior chimney. The semi-circular staircase rises to an upstairs reading room with its own fireplace and just off the primary bedroom. Both the reading room and bedroom enjoy the added light of angle-mounted skylights. Walking to the south, you'll pass the upstairs full bath, a second staircase, another full bedroom, and a study at the end of the hall. Take the traditional staircase back to the first floor and step into the foyer by the front door. Turn either left into a large, fully-equipped eat-in kitchen or turn right into a magnificent full-width dining room with a large, central fireplace with multiple windows on 3 sides over-looking the estate's grounds. Walk outside the house and turn to the west to see the well-maintained rolling acres before you. This is a lovely, well cared for private home on a very beautiful 7+ acre lot.

2415 Durham Rd, Madison
$3,000,000
4 Beds ⋅ 6 Baths ⋅ 24197827 MLS
RARE OPPORTUNITY in the highly sought-after Barberry Farms Association! With only 2 MLS sales since 2021, homes in this premier beach community seldom become available. Enjoy private access to a wonderfully wide & deep sandy beach that has storage bins & an area for kayaks & small sailboats to make life easier. 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 convenient, & 4 bedrooms, 3 w/ walk-in closets. Highlights include 2 ensuites! The primary retreat has a spacious bathroom with deluxe spa tub, oversized glass shower, long double vanity, even an English heated towel rack. Set on professionally landscaped grounds, the flat open backyard is ready for lawn games or a future pool. Features include 4 full/2 half baths, a full basement, 8-zone (!) natural gas heat, city water & a 3 car garage. Exceptional coastal living. Don't wait another 5 years!

17 Barberry Ln, Madison
$210,000
1 Beds ⋅ 1 Baths ⋅ 24197701 MLS
Enjoy the best the shoreline has to offer in this charming seasonal summer cottage. Bring your swimsuits, sunscreen, and a book... and move right into this furnished, turnkey summer house. One of the largest cottages, this home has central air, 2-3 parking spaces, and a lovely lot. Sun-filled, airy, and spacious, with a large kitchen and dining room, a generous living room, and 2 additional rooms. Listed as a 1-bedroom, but could easily be used as 2 bedrooms, or 1 bedroom and a flex room. The half bath even has an all-in-one washer/dryer unit. You'll love the outdoor shower, fresh air, under the stars, no sand in the house. Outside is a large storage shed and a screened gazebo, perfect for al fresco dining! Finish out the summer enjoying sunsets and relaxation. A quick bike ride to Hammonasset Beach State Park, restaurants, downtown Madison, the movie theater and shops.

40 East St, Madison
$449,000
1 Beds ⋅ 2 Baths ⋅ 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
$250,000
1 Beds ⋅ 1 Baths ⋅ 24198583 MLS ⋅ Brantwood BLDG.
Ideal ground floor one-bedroom end unit in desirable Brantwood. Eat-in kitchen with sliders leading to an oversized private patio space ideal for out-door living. New GE Energy smart refrigerator and dishwasher. Newer Marvin thermal windows, carpeting, and vinyl flooring, ac wall unit, baseboard heat, hot water heater, custom window treatments and full-sized Speed Queen washer/dryer, all in excellent condition . Lots of closet space is further enhanced by an individual locked storage area in the common building nearby. Very private, ample off street parking right in front, convenient to town, transportation and beaches. Very desirable, quiet community.

10 Brantwood Dr Unit 10, Madison
$265,000
24198543 MLS
INCREDIBLY CONVENIENT LOCATION just off Exit 60 of I-95 & Route 79...East Shore Medical Center, A 2,000 Sq Ft medical office condominium on the second floor in an elevatored building. Reception area, treatment rooms, offices & consulting rooms. Everything perfectly laid out for a medical practice. Across the street from Madison Ambulance. Lots of parkng. Easy access to Route 79, I-95 & Route 1. HVAC units are 1 year old. Building recently painted and re-roofed.

6 Woodland Rd Unit 4A & 4B, Madison
$559,000
3 Beds ⋅ 3 Baths ⋅ 24198297 MLS
Nicely maintained 3-bedroom, 3-full-bath home nestled in a quaint cul-de-sac setting. The home is in very good condition and offers comfortable living space both inside and out. The spacious kitchen features granite countertops, plenty of cabinet space, and a center island-perfect for everyday living and entertaining. Primary Bedroom has its own private full bath. Living Room-Dining combination offers a slider to a deck overlooking the peaceful backyard and small pond, creating a relaxing setting to enjoy the outdoors. Lower level offers a large family room with a walk-out to a patio, providing additional living and entertaining space. With its peaceful setting, versatile living spaces, and inviting outdoor areas, this home is ready to welcome its next owners.

25 Samantha Ln, Madison
$769,900
4 Beds ⋅ 4 Baths ⋅ 24195345 MLS
Tucked away on a sweet cul-de-sac at the end of a private road, well off of Route 79, this spacious 4-bedroom Colonial welcomes you with a wonderful sense of privacy and tranquility. Enjoy plenty of room to gather, relax, and make yourself at home, including a full finished walk out basement with endless possibilities. This low maintenance home features a new roof, hardwood floors throughout, a new kitchen island and new granite countertops. The inviting first floor features a bright family room with a wood burning fireplace and French doors to a freshly painted deck. There are only a few steps to the 2-car attached garage. It also features a comfortable living room and dining room. The second floor has 4 large bedrooms with newly installed hardwood floors, with ceiling fans in each room. The primary bedroom with vaulted ceilings and skylight has and en-suite bathroom with soaking tub and walk in shower. There is a walk-up attic off of the second bedroom that is currently being used as an office. Laundry is on the second floor opposite the family bathroom. Two more large bedrooms complete the second floor. The walk-out basement is partially finished with a game room, office area, bedroom and full bathroom. Ideally located near hiking and biking trails for the nature enthusiast. Enjoy all that the charming town of Madison has to offer; 3 beautiful town beaches, plus Hammonasset State Park, shops, restaurants, state of the art library plus a wonderful community!

2125 Durham Rd, Madison
$349,900
2 Beds ⋅ 1 Baths ⋅ 24197097 MLS
Nestled in picturesque Madison, Connecticut, this cottage is your private sanctuary, tucked away from the city's hustle and bustle. Enjoy serene surroundings, lush trees, and the beauty of nature. Blissful Outdoor Living: Step outside to savor the fresh country air in your spacious yard. Perfect for gardening, outdoor dining, or lounging in the sun. The loft is a versatile space - use it as a bedroom, home office, art studio, or peaceful reading nook. This cottage offers comfortable living without unnecessary fuss. This home has its own drilled well and septic system, which was installed in 2008, the heating system is nearly new as well. Madison combines countryside tranquility with seaside charm, including several public beaches and a private beach club. A short drive from New York City, it's an ideal escape for city dwellers. Explore local boutiques, dine at exquisite restaurants, or unwind by strolling along the picturesque coastline. Don't miss this opportunity to make this sweet cottage your own country escape, whether for weekends or permanent residence. Embrace the charm, privacy, and simplicity of country living while staying close to New York City. Schedule a viewing today and experience the magic of this Madison cottage. Your country escape awaits - seize the moment and start living the life you've dreamed of!

66 Wildcat Rd, Madison
$709,000
4 Beds ⋅ 3 Baths ⋅ 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
$450,000
2 Beds ⋅ 2 Baths ⋅ 24196129 MLS ⋅ West Sussex Place BLDG.
Welcome to effortless, low-maintenance living in this beautifully maintained 2-bedroom, 1.5-bath condominium, built in 2006. Offering 1,296 square feet of thoughtfully designed living space, plus approximately 608 square feet of finished lower-level space, this home provides exceptional flexibility for today's lifestyle. The bright, open floor plan features hardwood floors, a spacious kitchen with granite countertops and stainless steel appliances, and inviting living and dining areas filled with natural light. Enjoy your morning coffee on the welcoming front porch or relax on the private rear patio. Additional highlights include an attached one-car garage, natural gas heat, central air conditioning, and a versatile lower level ideal for a family room, home office, fitness area, or recreation space. Ideally located just minutes from downtown Madison, you'll enjoy easy access to charming shops, restaurants, beautiful beaches, the movie theater, and I-95. Combining comfort, convenience, and the best of shoreline living, this move-in-ready home is an exceptional opportunity. There street noise when you are outside the unit. Sellers have found suitable housing. Great rental unit for investors! Please schedule showings for after 12 noon. Thanks

12 W Sussex Pl Unit 12, Madison
$335,000
2 Beds ⋅ 1 Baths ⋅ 24195214 MLS
Highly sought after and rarely available-until now! 89-2 Cottage Road is the seasonal Madison cottage you'll want to run toward. Proudly part of the historic Little Colony community settled by veterans just after World War II, this lovely abode offers two bedrooms and a thoughtfully renovated full bath. The heart of the home is a generous, open-concept living space featuring a beautifully updated kitchen with granite countertops and a center island with a waterfall edge. Outfitted with newer appliances, new flooring throughout, and professional landscaping outside, each upgrade was carefully chosen to cultivate a beautiful yet serene space-easy to maintain, even easier to enjoy! Plus, the fully screened-in porch means there is plenty of space for gathering family and friends at the shoreline. Unlike many original cottages in the area, 89-2 was constructed with the integrity of a small home, featuring a full basement and crawl space for storage, insulation, and an oil heating system. Its larger size allows for conveniences uncommon in seasonal living, including a dishwasher and an in-home washer and dryer. Located within a short distance to Hammonasset, Madison town beaches, and town center, this is more than just a home-it is a gateway to a vibrant shoreline lifestyle. Seize this rare opportunity to own a piece of Madison history in a highly sought after community and come see for yourself why 89-2 Cottage Road is the ideal haven for making lifelong summer memories

89-2 Cottage Rd, Madison
$755,000
3 Beds ⋅ 3 Baths ⋅ 24194435 MLS
Move right into this meticulously maintained home, proudly offered for sale for the very first time by its original owners. This distinctive contemporary 3-bedroom home welcomes you with an inviting natural setting surrounded by mature trees, charming stone walls, and striking rock outcroppings. Inside, abundant natural light fills the thoughtfully designed living spaces, including a formal living room, dining room, and a cozy family room with a gas fireplace. The sunroom is a true highlight, featuring cathedral ceilings, skylights, and walls of windows that bring the beauty of the outdoors inside, creating a peaceful retreat to enjoy throughout the seasons. The fully applianced eat-in kitchen offers a breakfast bar, tile flooring, and a comfortable dining area ideal for morning coffee, casual meals, and entertaining. Upstairs, the spacious front-to-back primary suite serves as a private retreat with its own full bath, a walk-in closet, and a second lighted closet. Two generously sized bedrooms offer excellent closet space, with one featuring a private balcony. Additional features include central air and whole house generator. Set on a peaceful cul-de-sac, the home is just a short stroll to downtown shops, restaurants, coffee shops, beaches, and the country club. Perfectly positioned along the Connecticut shoreline, it also offers convenient rail access to both Boston and New York City, making it an exceptional year-round residence or weekend getaway.

44 Sterling Park, Madison
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 24191892 MLS
Build your custom dream home in South Madison! Welcome to this incredible opportunity in a prime location! Set on a level, treed, 2.32-acre lot on the hidden, more secluded end of Mungertown Road, offering PRIVACY and GREAT CONVENIENCE. Just THREE MILES to town and beaches, ONE MILE to Hand and Polson schools, and .25 MILES to the state-of-the-art Neck River Elementary, opened in 2025. Enjoy quick access to I-95 and the train. Work with an ELITE CONNECTICUT BUILDER with 35-PLUS YEARS EXPERIENCE to customize one of his flexible floor plans or BRING YOUR OWN! This property offers tremendous potential and versatility. Optional high-end features can be tailored to the buyer's taste, such as hardwood floors, crown molding, coffered or tray ceilings, and raised paneling. Personalize your home with your choice of cabinets, countertops, lighting, and tile fixtures, all built for LOW MAINTENANCE with multiple heating options available. Conveniently located near local shopping, dining, parks, and major commuter routes. A rare opportunity in an ideal Madison location-contact us today to start planning your dream build!

262 Mungertown Rd, Madison
$2,190,000
5 Beds ⋅ 3 Baths ⋅ 24191331 MLS
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 convenience. Multiple living spaces are bathed in natural light, including a breathtaking sunroom with brand-new oversized Marvin picture windows framing serene views toward Long Island Sound. A spacious hallway leads to a beautifully renovated full bath, a conveniently located laundry area, and the luxurious primary suite. Originally two bedrooms, this private retreat now offers a remarkable 9' x 12' walk-in closet and a spa-inspired ensuite featuring a double vanity, dual rain showers, and built-in shower benches. The finished lower level includes three generously sized bedrooms, a beautifully renovated full bath with a double vanity, a second brand-new washer and dryer, and an expansive family room, providing flexible space for guests, recreation, or relaxing after a day at the beach!

15 Highland Ter, Madison

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