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148 Country Way, Madison
$1,077,000
5 Beds ⋅ 3 Baths ⋅ 24129098 MLS
Perched high on a hill at the end of a cul-de-sac, this one-of-a-kind home offers both privacy and elegance. Step into a dramatic two-story foyer, where a sparkling glass chandelier welcomes you into an open, airy layout. The flow of the home makes it easy to move from room to room-or step outside to enjoy the professionally landscaped grounds and in-ground saltwater pool. With nearly two acres and mature trees set back from the house, the setting feels completely private. The sunny screened-in porch provides a perfect spot to relax for three seasons, with interchangeable panels of screens or windows, while skylights with automatic shades let you control the natural light. The renovated kitchen is a chef's delight, featuring a double convection electric wall oven, five-burner propane cooktop, refrigerator, dishwasher, quartz countertops, and a spacious eat-in area with custom built-in bookshelves. From there, you can gather in the inviting Great Room, centered around a propane fireplace that can easily be converted to wood-burning if desired. Conveniently located off the hallway to the roomy two-car garage are a large laundry room and a powder room. To the left of the entryway, you'll find the formal living and dining rooms. Upstairs, the primary suite is a true retreat, boasting a tray ceiling with fan, walk-in closet, and a newly renovated spa-like bath. Enjoy the walk-in shower with a rain option, a standalone soaking tub, double quartz vanities and a storage tower.

148 Country Way, Madison

10 Isabell Dr, Madison
$915,000
3 Beds ⋅ 4 Baths ⋅ 24179028 MLS
Built in 2001, this expansive Custom Cape with its charming front covered porch offers a one-of-a-kind setting in North Madison, ideally located at the end of a cul-de-sac on 2.64 acres and surrounded by open space. The square footage is deceptive with 3536 sf (this DOES NOT include the 3-season room +452 sf) plus the huge basement offering another 1880 sf. Designed with intention and exceptional scale, the smart design of the main floor begins with the location of laundry and mudroom between the garage and kitchen, keeping you organized and your house clean. From there, the focus is the spectacular great room and kitchen, working together for both the day-to-day and for lively gatherings. The eat-in kitchen offers multiple prep zones, island with breakfast bar, generous cabinet space & pantry, granite counters, and stainless appliances (wall oven, microwave and cooktop are NEW). The vaulted great room anchors the main level with its soaring granite fireplace, wall of windows, and seamless access to the enormous 3-season room and backyard. The large 2-story foyer leads to both the formal dining room with wainscoting and the classic study / home office. Also located on the main floor, the large primary suite will delight with its walk-in closet, large en-suite, and private access to the porch and backyard. The rare second floor layout offers two expanded bedroom or guest suites, each featuring sitting/play/study rooms, and privately located on opposite ends of the catwalk

10 Isabell Dr, Madison

36 Devonshire Ln, Madison
$845,000
4 Beds ⋅ 3 Baths ⋅ 24188850 MLS
Welcome to this exquisite 4-bedroom, 2.5-bath colonial home, where classic design meets modern luxury. This property offers an ideal combination of space, style, and comfort. Enter an inviting entryway into a spacious foyer with beautiful hardwood floors, that flow throughout the main level. The formal living room with large windows and French doors allows for natural light, while the formal dining room is perfect for hosting dinner special occasions. The exceptional kitchen that boasts Cambria Quartz countertops, high-end stainless-steel appliances, custom cabinetry, and a large center island with seating. in addition, there is a bright and airy breakfast, lunch, dinner nook, that offers a lovely spot for dining or just drinking coffee, while overlooking the gardens. The main family room is perfect for relaxation and entertainment, featuring a fireplace, adding warmth and atmosphere. On the upper level there is a spacious master bedroom includes a walk-in closet and an en-suite bathroom with dual vanity sinks, a soaking tub, and a separate shower, providing a private retreat. Three additional generously sized bedrooms, that share a well-appointed bathroom, and offers ample space for family, guests, or a home office.

36 Devonshire Ln, Madison

30 Renees Way, Madison
$845,000
4 Beds ⋅ 4 Baths ⋅ 24123251 MLS
Welcome home to your very own peaceful retreat. Nestled on a classic cul-de-sac in one of the area's most desired neighborhoods. Ideal for multi-generational living, this home features an additional 1100 sf walk out lower level, ready to be utilized as an in-law suite, home gym, recreation space or even an at-home office. The private backyard oasis, features an in-ground pool, hot tub, charming gazebo, and fire pit all perfect for seasonal entertaining. For nature lovers, just steps to hike or bike at Rockland Preserve. This home is more than a residence; it's the backdrop for your family's next chapter. Beyond the inviting charm, this home offers exceptional practical benefits for worry-free living. Major systems have been recently replaced, including a new furnace (2025), new AC condenser (2025), newer water heater (2018), generator hookup, 3 zone HVAC, Tesla charging station and auto-pool cleaner and equipment already in place. FRESHLY PAINTED BEDROOMS AND BERBER CARPETING IN BR'S. FRESHLY PAINTED LOWER LEVEL AND NEW FLOORING. Like to entertain and cook, you will be inspired with this exceptional SMEG oven range, designed and produced in Italy as well as a central vac kick plate that will make cleanup a breeze.

30 Renees Way, Madison

450 County Rd, Madison
$780,000
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

69 Squires Rd, Madison
$738,000
3 Beds ⋅ 3 Baths ⋅ 24159316 MLS
Meticulously reimagined from top to bottom, this stunning contemporary home delivers 2,025 sq ft of turnkey luxury on over an acre of level land. Tucked on a peaceful street, the residence boasts 3 bedrooms and 3 full baths, highlighted by a main-level primary suite with its own fireplace, patio access, and spa-inspired bath. There is a versatile 2nd-floor suite with full bath: perfect for an office, den, or guest room. Light-filled and inviting, the open layout showcases gleaming hardwood floors, designer recessed lighting, and crisp new trim, railings, doors, and hardware throughout. The chef-inspired kitchen is a true centerpiece-outfitted with custom cabinetry, striking quartzite countertops, an expansive island, and premium GE appliances including a beverage fridge. It flows effortlessly into the dining and living spaces. All three baths have been transformed with modern tile, sleek vanities, and Moen fixtures. Thoughtful details include two cozy fireplaces, new windows in every bathroom, smooth ceilings, and fresh neutral paint. Behind the walls, everything is new: 200-amp electrical, complete plumbing overhaul, tankless water heater, high-efficiency heat pump, and central air. Step outside to a low-maintenance Trex deck, fire pit area, and landscaped grounds-ideal for entertaining or quiet evenings. Situated in a sought-after neighborhood, this exceptional home offers the perfect blend of modern elegance and effortless, worry-free living.H&B due 4/25 @6PM

69 Squires Rd, Madison

18 Riverside Ter, Madison
$699,000
4 Beds ⋅ 4 Baths ⋅ 24160901 MLS
Offering 3,532 sq ft of well-designed living space, this 4-bedroom, 3.5-bath home combines comfort, functionality, and room to grow. The upper level features beautiful hardwood floors and a well-appointed primary suite set privately apart, complete with cathedral ceilings, a walk-in closet, and a large en-suite bath with a soaking tub. There are three additional bedrooms on this level. The main living areas provide comfortable everyday living and entertaining space, while the fully finished lower level expands the home even further with a large family room, additional bedroom or office space, bath, and a cozy wood-burning stove-perfect for gatherings or extended living. Step outside to enjoy the home's peaceful natural setting along a private cul-de-sac, with the Neck River bordering the property and Lowry Woods Community Forest just beyond. Two decks-one covered and one uncovered-offer flexible outdoor living options, ideal for relaxing or entertaining. The property also includes a firepit, a spacious shed, and a two-car garage, blending functionality with outdoor enjoyment. All of this is conveniently located near downtown and local schools, offering the perfect balance of privacy and accessibility.

18 Riverside Ter, Madison

15 Cornfield Ln, Madison
$634,500
3 Beds ⋅ 3 Baths ⋅ 24171913 MLS
Welcome to 15 Cornfield Lane, a charming Colonial style home nestled on a quiet cul-de-sac, offering both privacy and convenience on over 1.5 acres of land. This well-maintained home features a spacious and functional floor plan, perfect for everyday living and entertaining. The main level includes a bright kitchen, formal dining room, and two inviting living spaces, along with a convenient half bathroom. A screened-in porch extends your living area outdoors and opens to a deck-ideal for relaxing or hosting gatherings. Upstairs, the primary suite offers a private full bathroom, accompanied by two additional bedrooms and a second full bath. Ample closet space and storage can be found throughout the home. Additional highlights include a two-car garage and a partially finished basement, currently used as a playroom, providing flexible space to suit your needs. With its desirable location, generous lot size, and thoughtful layout, this home is ready to welcome its next owner.

15 Cornfield Ln, Madison

187 Old Toll Rd Rd, Madison
$600,000
3 Beds ⋅ 3 Baths ⋅ 24174586 MLS
Originally built in the 1970's, this home has been thoughtfully transformed over time with extensive additions and updates that make it hard to imagine it's the same house. Newer mechanicals, Anderson windows, new interior doors and beautifully renovated kitchen & baths ensure a truly turnkey experience. Set well back from the road on 2.34 landscaped acres, this property offers privacy with expansive front and rear yards perfect for entertaining, recreation or simply enjoying the outdoors. The lower level provides a FR, a half bath and large mud room, equally suited as an office, featuring generous storage and space for custom built-ins. The fireplaced family room and Sunroom feature tile floors for easy maintenance. Gleaming HW floors flow throughout the main level. An updated kitchen w/granite counters, a wood topped island, stainless appliances and breakfast bar opens to both the formal DR and spacious LR. The large primary Suite, 2 smaller BRS and a stunning year-round Sunroom complete the main level. The primary suite offers cozy carpeting, a vaulted, beamed ceiling, a full bath, a walk in closet and 2nd closet with built-ins. With almost 3,200 sq.ft. of space there is room for everyone to enjoy their own retreat. Outdoor living is impressive with a 16'X20' deck overlooking the beautifully landscaped backyard and patio with fire pit. This country retreat is surrounded by woods, but just minutes from shopping & dining. Easy commuting to New Haven, Middletown & Hartford.

187 Old Toll Rd Rd, Madison

1353 Durham Rd, Madison
$597,104
3 Beds ⋅ 3 Baths ⋅ 24175956 MLS
Welcome to 1353 Durham Road in beautiful Madison - a private 2.15-acre interior lot offering peaceful country living with convenient access to Madison's beaches, Chatfield Hollow, and commuter routes. This meticulously maintained raised ranch features 3 bedrooms and 2.5 baths with an open floor plan designed for comfortable everyday living. Hardwood floors flow throughout the home, and the updated kitchen opens seamlessly to the main living areas, creating an ideal space for entertaining. A lovely sunroom overlooks the scenic property, while the new deck provides the perfect place to relax and enjoy the surrounding nature. Large backyard with 2 Sheds. In the spring, the property comes alive with beautiful daffodils and rhododendrons. The home abuts Madison Land Trust property. Additional features include a pellet stove to help reduce oil costs, solar panels, attic fan, generator panel, electrical line for hot tub, and water filtration system with ultraviolet light and softener. Car enthusiasts, tradespeople, hobbyists, or those seeking future expansion potential will appreciate the oversized 30' x 30' detached, 2 car Heated garage with walk-up attic, electrical panel, and propane gas heater - ideal for workshop space, storage, or possible future living space conversion. There is also a 2-car garage under the home. Shared driveway. The solar panels are owned and financed at $149/month for the next 10 years, Loan to be assumed at closing. Solar covers all electrical costs

1353 Durham Rd, Madison

247 C Old Toll Rd, Madison
$220,000
24138926 MLS
26.2 acres of possibility, a rare find in North Madison. These adjoining 2 parcels of raw land in North Madison are being offered together. The parcel along Old Toll Rd has 535ft of road frontage and is 15.86 acres. 9.4 acres of wetlands have been flagged and mapped for this area. The remaining acreage includes a level area with small fir trees dotting a field, ready for the next home. Use the rest of the acreage for private recreation, or tidy up the trails for snowmobiling, hiking, snowshoeing, dog walking or bird watching. The second 10.34 acre piece adjoins along the northern back border and is accessed through the front parcel for a total of 26.2 woodland acres. Potential for 1-3 lots (Final number to be determined by design professionals). Buyers must do their due diligence. Please do not drive down private drives or turn around in driveways to be respectful of neighbors.

247 C Old Toll Rd, Madison

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