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$1,150,000
3 Beds 2 Baths ACTIVE Status 24204486 MLS
Some homes are defined by square footage. Others are defined by the way they make you feel. Set on 1.81 secluded acres in Ridgefield, this thoughtfully reimagined 1960s residence brings together distinctive mid-century architecture, natural beauty, and forward-thinking design. The single-level layout offers three bedrooms and one and a half baths, with interiors carefully renewed to honor the home's original character while introducing a clean, contemporary sensibility. Notable improvements include an updated kitchen with an induction stove, while the sunroom features radiant-heated stone floors and provides an inviting space to experience the surrounding landscape throughout the seasons. A new roof and gutters further refresh the home's exterior while adding meaningful long-term value. Beyond the windows, a restored pond, wildflower meadow, mature landscape, and visiting wildlife create an uncommon sense of privacy and connection to nature. Modern efficiency is equally considered, with high-efficiency Navien heating, a Tesla solar energy system, and an EV-ready garage. Fully approved and permitted architectural plans for an expansion of the primary suite offer the next owner the opportunity to build upon what has already been created. Just minutes from Ridgefield's Main Street, restaurants, shops, arts, and trails, with convenient access to NYC-bound trains, this is a home with architectural character, a remarkable setting, and a thoughtful vision for what comes next.

326 North St, Ridgefield

$1,285,000
4 Beds 5 Baths ACTIVE Status 24201981 MLS
Welcome Home to this inviting Colonial offering exceptional flexibility, a private setting, and nearly 3,100 sq ft of finished living space, including passive income opportunity with an accessory dwelling unit (ADU)! The 2,218 sq ft main residence features a bright floor plan with hardwood floors, detailed millwork, and wonderful natural light. The spacious kitchen offers extensive cabinetry, granite counters, stainless steel appliances, and a center island, opening to inviting living and dining spaces. A standout great room is surrounded by windows and features a vaulted ceiling, exposed beams, skylights, and direct access to the expansive deck overlooking the backyard. Upstairs are three bedrooms and two full baths, including the primary suite. A powder room with laundry completes the main level. An exceptional 868 sq ft accessory apartment offers a full kitchen, living room, one bedroom, den/office, two full baths, central air, and direct access to its own patio and the backyard. Set on 1.37 acres with mature landscaping, a generous lawn, and wooded privacy. Significant improvements include replacement windows, kitchen and bath renovations, siding, roof, septic system, and a whole-house Generac generator. Just minutes from acclaimed restaurants, boutique shopping, Ridgefield Playhouse, Prospector Theater, Ballard Park, A.C.T. of CT, museums, library, plus convenient commutes to lower Fairfield and Westchester Counties and NYC trains. Welcome Home!

314 Barrack Hill Rd, Ridgefield

$1,575,000
4 Beds 4 Baths ACTIVE Status 24203399 MLS
Privacy, craftsmanship, and a nearly new home come together at 105 Sleepy Hollow Road. Constructed in 2021, this distinctive Ridgefield residence offers generous proportions and a polished interior filled with sunlight. The main level was created with connection in mind, bringing the kitchen, gathering areas, and dining spaces together naturally. A substantial center island anchors the kitchen, complemented by extensive prep space and a separate butler's pantry. Nearby, a gas fireplace adds warmth and character. The second floor includes four bedrooms, highlighted by an impressive owner's suite with two walk-in closets and a beautifully finished bathroom with dual sinks, a freestanding soaking tub, and large glass-enclosed shower. Two additional full bathrooms serve the remaining bedrooms. Below, a large unfinished walk-out basement with high ceilings provides exciting possibilities for future finished space, whether envisioned as a gym, media room, recreation area, or additional living space. The property offers multiple outdoor areas, including a deck, patio, and hot tub, all surrounded by established landscaping and a peaceful natural backdrop. A whole-house generator, 2-car garage, mudroom, separate laundry room, and walk-up attic add everyday practicality. Close to Ridgefield's town center and commuter routes, this special property pairs a newer build with space, seclusion, and convenience.

105 Sleepy Hollow Rd, Ridgefield

$975,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24195858 MLS
First time offered on the market, this welcoming 4-bedroom colonial is ideally situated on a peaceful cul-de-sac just over a mile from the heart of Ridgefield. Step into this center-hall home and discover a spacious living room to your right, where six large, sun-filled windows frame a wood-burning fireplace and look out over beautiful landscaping. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, porcelain flooring, a center eat-in island, and open pass -through into the inviting dining room. Adjoining this is a flexible family room with a second fireplace that serves as a perfect focal point for gatherings - or simply close the double doors for a private office. The finished lower level features plenty of room for recreation and exercise, while the screened-in porch overlooks your backyard oasis. The upper level features three bedrooms and hallway bathroom, as well as a primary suite complete with a private bathroom, walk-in closet, and access to finished attic. The attic space offers an excellent opportunity for a future bonus room, office, art studio, or yoga space, along with storage galore. This home is a rare opportunity for exceptional privacy in one of Ridgefield's most desirable locations, offering maximum convenience to award-winning schools, dining, shopping, entertainment, and major commuting routes.

20 Pocconock Trl, Ridgefield

$1,399,000
2 Beds 4 Baths ACTIVE Status 24202133 MLS
The Steinman Sanctuary - once in a lifetime sale of the late, great, Jim Steinman's beloved home in Ridgefield, CT where he lived for nearly 30 years & wrote some of the most recognizable songs in music history including "I'd Do Anything for Love", "Total Eclipse of the Heart", & Celine Dion's "It's All Coming Back to Me Now". When Jim passed in April of 2021, he left behind not only his extraordinary body of musical & theatrical works, but his exceptional custom built home and elaborate music studio with "minstrel gallery" balcony overlook, and "stairway to heaven". From the time Jim acquired the quaint country cottage originally located on the property, it became his personal sanctuary that served to inspire artistic creation & joyful entertaining. Jim commissioned prestigious New England architect, Rob Bramhall, to execute his dramatic vision, and spent over $6M in the construction alone. Jim took great pride in this home, which served as the backdrop to his life & work. Total 6,183 sf plus detached garage with finished loft. Extraordinary primary suite with lux bath and dressing room, plus dramatic 37.5' x 25' studio with second story balcony and private entrance, ideal for artist, recording studio, home office, etc. Picturesque scenic lane in premier southwest Ridgefield, close to the NY border, Mountain Lakes Park with over 1,000 acres of trails, downtown Ridgefield with shops, restaurants, library, theaters, Aldrich Museum, and only 55 miles to Midtown. Sold As-Is.

22 Ketcham Rd, Ridgefield

$3,800
2 Beds 2 Baths ACTIVE Status 24196689 MLS
Enchanting country cape/cottage in top location, just a short walk to historic Main Street for shopping, Ballard Park, library, theaters, restaurants, and more. Totally remodeled throughout with apprx. 1,000 sf, 2 bedrooms, 2 full baths, stone patio, level backyard, plus spacious, heated, attached garage. Generous proportions and open floor plan with large '10 x '20 living room featuring French doors to the adjoining dining room/kitchen. The large dining room offers atrium glass doors to the rear covered porch, patio, and picture perfect backyard with raised garden beds for planting. The totally remodeled kitchen showcases granite counters, center island with bar seating, and stainless steel appliances including gas range, microwave, dishwasher, and refrigerator. This special home also includes a main level laundry room with washer/dryer, plus an updated full bath on the main level with soaking tub. The upper level features a spacious primary suite with vaulted ceilings, charming paneled walls, and built-in shelving. The second floor also offers a second bedroom, large walk-in closet, and second updated full bath with skylight and frameless glass shower. Landlord to include mowing, plowing, leaves, gutters, and all grounds maintenance. Pets considered on case by case basis. Ready for immediate occupancy - nothing to do but unpack!

15 Maple Shade Rd Unit Cottage - 15A, Ridgefield

$1,199,000
4 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24195204 MLS
NEW PRICE PRESENTS A RARE OPPORTUNITY! Seller's work relocation timeline creates a rare opportunity to secure this truly unique and one-of-a-kind home at a compelling new price. The home hasn't changed-the sellers' timeline has! With their relocation in mind, they've made a significant adjustment to the price. Beyond a private automated gated entrance awaits this extraordinary contemporary retreat on over three picturesque acres, offering complete privacy, thoughtful design, and extensive improvements just minutes from the New York border and downtown Ridgefield. A winding approach leads to professionally landscaped grounds with a tranquil fountain, multiple outdoor living spaces, and new soft-touch material deck overlooking the park-like setting. Inside, soaring ceilings, oversized windows, and an open-concept layout fill the home with natural light. The renovated chef's kitchen features quartz countertops, center island, and premium Wolf range, opening to the dining area with dramatic floor-to-ceiling windows and a light-filled living room anchored by a wood-burning stove. The reconfigured primary suite offers deck access, custom built-ins, and a private en-suite bath. Two secondary bedrooms are complemented by an elegantly designed fourth bedroom addition completed in 2022, accented by a gorgeous bay window, along with a custom bath.

297 Oscaleta Rd, Ridgefield

$950,000
4 Beds 4 Baths ACTIVE Status 24186422 MLS
Walk to Town! This beautifully updated Colonial was completely rebuilt in 2005 and offers 2,440 square feet of thoughtfully designed living space. A charming front porch welcomes you into the foyer, where hardwood floors extend throughout the main level. The spacious living room with fireplace flows seamlessly into the formal dining room, creating an inviting space for everyday living and entertaining. At the heart of the home is the open-concept kitchen featuring granite countertops, abundant cabinetry, and dining area overlooking the adjoining family room. French doors lead to the deck and spacious level backyard, providing the perfect setting for outdoor dining and gatherings. A convenient powder room completes the main level. Upstairs, the generous primary suite offers soaring ceilings, a walk-in closet, and a private full bath. Three additional bedrooms share a well-appointed hall full bath, while the second-floor laundry adds everyday convenience. The finished lower level expands the living space with a spacious recreation/playroom, full bath, abundant storage, and direct access to the attached one-car garage. Additional features include central air, Thermopane windows, public water and sewer, and storage shed. Enjoy an exceptional location walking distance to historic Main Street, where you'll find restaurants, boutique shops, Ballard Park, the Prospector Theater, Ridgefield Library, and year-round community events just minutes from your front door.

82 Ramapoo Rd, Ridgefield

$1,499,000
4 Beds 4 Baths ACTIVE Status 24182324 MLS
Hampton Heights - Extraordinary architecture & views in this Mid Century modern deck home set back privately w/panoramic sweeping vistas of Lake Mamanasco & Turtle Pond. This sun drenched work of art has been extensively remodeled inside & out featuring designer appointments plus prof. landscape & hardscape including the expansive lower bluestone patio. With private gated entry & hilltop perch on 2.38 acres bordering open space, you will feel worlds away, yet premier southwest location - just 5 minutes to Ridgefield's historic Main Street for shopping, museums, library/park, & only 12 miles to the Katonah station. Total 3,528 sf on 3 finished levels w/4-5 BRs, 3/1 remodeled baths, 3 fireplaces, plus additional 676 sf in the detached carriage barn with 2 garage bays plus 2nd floor studio loft & home office. Light, bright & open this sophisticated home showcases a sky lit 3 story ebony stairway in striking contrast to the new CA white oak floors; multi-level decks/balconies with views for miles; state of the art chef's kitchen w/luxe quartz counters, gold hardware, prof. gas range, & fireside dining area; expansive living & dining rooms for entertaining; plus elegant library w/floor to ceiling built-in bookshelves. Feel like your floating in the clouds from the primary suite w/double slider to the balcony; remodeled bath, & spacious walk-in closet. The walk-out lower level offers a large game/rec; FR w/3rd fireplace; plus guest accommodations w/full bath & laundry. Exceptional!

12 Hillcrest Ct, Ridgefield

$1,100,000
3 Beds 4 Baths ACTIVE Status 24181982 MLS
Perfectly positioned on a quiet in-town street with no through traffic, this classic 1948 Cape offers the rare combination of privacy, neighborhood charm, and exceptional walkability. Set on a beautifully landscaped half-acre, the home blends timeless character with thoughtful updates, including refinished hardwood floors and a freshly painted exterior. Sun-filled living spaces feature detailed moldings, a fireplace, window-lined sunroom, home office, custom mudroom, and an updated kitchen with custom cabinetry, soapstone countertops, stainless appliances, and center island. Upstairs, the spacious primary suite includes an updated marble bath. The finished lower level with full bath and separate entrance is ideal for recreation, guests, gym, or in-law/au pair use. A large deck overlooks the expansive yard, while a roof replaced approximately five years ago, updated baths, and abundant storage complete the offering. What truly sets this home apart is its coveted walk-to-town location. Enjoy the convenience of strolling to Ridgefield's vibrant Main Street with its restaurants, cafes, boutique shopping, theaters, parks, schools, library, and year-round community events. Offering the rare ability to leave the car at home while enjoying all the amenities of one of Connecticut's most desirable towns, this is a unique opportunity to experience the best of in-town Ridgefield living.

24 Island Hill Ave, Ridgefield

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