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$2,200,000
5 Beds 5 Baths 24170851 MLS
BEST & FINAL by Monday, May 4th at 12:00PM. Tucked within a charming private enclave in Wilton, this architect-designed retreat by Rob Sanders offers a welcome sense of calm, privacy, and everyday escape. Set on two beautifully manicured acres, the home feels like a personal sanctuary, where light pours through oversized windows and natural scenery becomes part of every room. Thoughtfully designed for relaxation, entertaining and connection, the open living spaces flow effortlessly, anchored by a chef's kitchen with Wolf, SubZero, and Miele appliances, custom cabinetry, and a soaring cathedral ceiling. Whether hosting or unwinding, the atmosphere is warm, airy, and serene. Five spacious bedrooms - including three en suites, offer comfort and flexibility, while four fireplaces add cozy ambiance throughout. The primary suite is a true escape, featuring a private sitting room, custom walk-in closet, and a tranquil bath with radiant heat, soaking tub, and separate shower. A separate-entry en suite is ideal for a guest suite or a private office with a panoramic wooded view. Outdoors, the experience continues: bluestone patio, fire pit, gated vegetable garden, outdoor shower and expansive meandering lawn create a magical setting, while a clubhouse, playscape, and zip line ensure endless fun in a safe, secluded environment. Enjoy access to Wilton's top-rated schools, nearby towns, and Metro-North-offering seamless access to NYC while preserving the peace of your own private retreat

51 Black Alder Ln, Wilton

$1,850,000
6 Beds 7 Baths 24129806 MLS
Step into timeless elegance at 33 Cannon Road, Wilton, where history meets grandeur. Period details of yesterday, modernization and livability of today. The best of both worlds can be yours. This magnificent Greek Revival home, once the renowned Lockwood Brown Academy, showcases its storied past with original period details and exquisite custom millwork. Known affectionately as the "Wilton Hilton," this residence has been renovated extensively by all its stewards while encapsulating antique features, creating a reminiscent experience alongside current amenities. The home features formal living and dining spaces, 6 bedrooms most of which are ensuite, and additional flex spaces for entertainment, fitness, office, visiting guests and beyond spread across 4 finished floors. The expansive and flat grounds provide endless possibilities, whether you envision a pool, pickleball, padel, tennis or sport court, even potential for ADU/barn. Seconds to train, minutes to schools and downtown, this location is central to all that makes Wilton special. A truly unique opportunity where luxury and heritage seamlessly intertwine. This iconic property is ready to welcome your next chapter.

33 Cannon Rd, Wilton

$1,800,000
4 Beds 4 Baths 24174075 MLS
Rarely does a home in Wilton offer true first-floor living with this level of renovation, layout, and neighborhood setting. Completely updated with a designer's eye, this Colonial is tucked into one of Wilton's most sought-after streets, just minutes to downtown, Metro North, the Wilton YMCA, schools, parks, and more. The main-level primary suite is a standout with a renovated spa bath featuring heated floors, soaking tub, oversized marble shower, and custom walk-in closet. The chef's kitchen anchors the home with a massive quartz island, 6-burner gas range, Walker Zanger backsplash, farmhouse sink, and seamless flow to both indoor and outdoor entertaining. The vaulted great room with shiplap, built-ins, and backyard access is where everyone naturally gathers. A separate office with built-ins plus an additional first-floor en suite bedroom with private entrance offers flexibility for guests, au pair, or in-laws. Upstairs are two spacious bedrooms, storage, craft room, and hangout/homework space. Finished lower level with wet bar adds even more usable space. Outside, enjoy the large bluestone patio and beautifully landscaped yard, perfect for summer dinners, morning coffee, or simply enjoying the neighborhood setting. This is the kind of Wilton home buyers wait for: updated, functional, full of character, and in a neighborhood people rarely want to leave.

69 Catalpa Rd, Wilton

$1,255,000
3 Beds 2 Baths 24193149 MLS
Beautifully renovated and impeccably maintained, this sun-filled 3-4 bedroom home offers timeless style, quality craftsmanship, and exceptional indoor-outdoor living on a picturesque, meadow-like property. Soaring ceilings, walls of windows, and an open, inviting layout create the perfect setting for everyday living and entertaining. The chef's kitchen features premium cabinetry, quartz countertops, a large center island, Wolf six-burner cooktop, Bosch wall ovens, and a walk-in pantry, flowing seamlessly into the beamed family room with wide-board floors, wood-burning fireplace, and French doors to an expansive stone patio complete with multiple seating areas, a custom outdoor fireplace, and spa. The main level includes two bedrooms, a renovated full bath, and a flexible den with fireplace and built-ins that can serve as a fourth bedroom or home office. Upstairs, the private primary suite features vaulted ceilings, a walk-in closet, and a beautifully appointed ensuite bath. Recent improvements include a new 50-year roof, high-efficiency propane boiler, sump pump system, renovated basement, CarbonArmor garage wall stabilization, polyaspartic garage floor coating, and fresh interior paint. Central air, whole-house generator, two-car garage, and a level driveway complete this move-in ready home, ideally located just minutes from Wilton's town center, top-rated schools, and commuting routes.

130 Blue Ridge Rd, Wilton

$1,125,000
4 Beds 3 Baths 24121637 MLS
Step into this reimagined colonial, effectively built in 2025, where timeless design meets modern living. Sited on two private acres at the corner of a quiet lane, the home enjoys an open backyard, exceptional privacy, and an abundance of natural light throughout. The first floor is defined by hardwood floors and expansive windows that open to a chef's kitchen appointed with a GE Cafe 48" refrigerator and a professional 48" Thermador range. A formal dining room and powder room add both function and elegance to the main level, creating a space equally suited for daily living and entertaining. Upstairs, four bedrooms include a serene primary suite with a newly finished en suite bath, designed with clean lines and contemporary fixtures. Every major element of this home has been fully renewed: a new roof with 30-year Timberline shingles, Hardie Board siding, updated 200-amp electrical service, and a complete HVAC system featuring dual air handlers and compressors. Additional enhancements include new garage doors, a modern Hunter irrigation system, a new well pump, and a newly installed septic system-ensuring both convenience and peace of mind. More than a renovation, this is a complete reinvention of a classic colonial, offering the craftsmanship and security of new construction in a timeless design, along with a rare opportunity to own a home that truly lives like new on two acres.

32 Cobblestone Pl, Wilton

$1,030,000
4 Beds 3 Baths 24174605 MLS
Stunning, completely updated 4-bedroom home with flexible floor plan offering potential for a 5th bedroom, home office, or guest space! Set on a beautiful, level 2-acre lot at end of a cul-de-sac in Wilton's historic Cannondale neighborhood, this move-in ready home combines style, space, and location. The gorgeous updated kitchen features quartz countertops, custom tile backsplash, stainless steel appliances, and opens seamlessly to the sun-filled living room with vaulted ceilings, exposed wood beams, oversized windows, and slider to the massive deck overlooking the private backyard. The main level offers hardwood floors, spacious bedrooms and a primary suite with updated stall shower bathroom, while the lower level with luxury vinyl flooring provides incredible additional living space including a large bonus space/family room w/ wood burning fireplace, flex room/possible 5th bedroom, and full renovated bath. Central A/C, 2-car garage, and abundant natural light throughout. Enjoy the convenience of being walkable to Cannondale train station, while just minutes to downtown shopping, restaurants, schools, and major commute routes. Exceptional value and one of the best-prices opportunities in Wilton!

22 Cobblestone Pl, Wilton

$875,000
4 Beds 3 Baths 24170769 MLS
Homes with this much character don't come along often. From the moment you step onto the stunning bluestone covered front porch, you'll understand why homes like this are so rarely found and so fiercely loved. Built in 1939, this enchanting 4 Bed/3 Bath carries the kind of craftsmanship, character, and soul that simply cannot be replicated in today's construction. Thoughtfully arranged within a cozy 1,864-square-foot footprint, every inch of this home has been put to work. There's nothing wasted, nothing superfluous - just warm, efficient living spaces that feel intimate. One of the upstairs bedrooms opens directly onto a private upper porch, a rare and romantic feature perfect for morning coffee, evening stargazing, or simply stealing a quiet moment above the world. Out back, a lovely patio awaits, an ideal setting for summer gatherings, container gardens, or a peaceful retreat at the end of the day. And the location? Practically unbeatable. Stroll to the historic Cannondale Village and train station, making this an exceptional find for commuters or weekenders who want the serenity of a classic New England neighborhood without sacrificing connectivity to the city. Yes, this home has history and opportunity. Potential to expand above the garage. The bones are solid, the charm is undeniable, and the potential to love it as is or transform this gem into a showpiece is absolutely there. Come see what makes this place shine.

63 Cannon Rd, Wilton

$839,000
4 Beds 4 Baths 24108422 MLS
Renovated, Refined, Ready to welcome you Home! Nestled in a quiet Wilton neighborhood, this fully renovated ranch-style home offers turnkey living inside and out. The brand-new kitchen is filled with natural light and opens to the dining area, living room and sunroom creating a warm and inviting space. The main level features three bedrooms, including a primary suite with an en-suite bath, plus an additional full and half bath. The finished walk-out lower level adds versatility, complete with a spacious recreation/playroom, full bathroom, wet bar, and a flexible room ideal for guests, or a home office. Set on 1.4 beautifully landscaped acres, the property is ideal for outdoor entertaining and everyday enjoyment.

43 Blue Ridge Rd, Wilton

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