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$1,395,000
4 Beds 4 Baths ACTIVE Status 24202143 MLS
Home sweet home: perfectly positioned minutes from I-84 and local shopping, yet delightfully secluded at the end of a private, tree-lined access road on a peaceful wooded lot. The seamless open floor plan connects the main living spaces effortlessly to the architecturally designed kitchen-the true heart of the home-ideal for everyday living and entertaining. The kitchen opens to the expansive great room with soaring cathedral ceilings and a wood-burning fireplace. Just off the kitchen, a formal dining room boasts a custom built-in buffet. Indoor and outdoor living unite on the brand-new Trex deck, wired for a fire pit, leading to a spectacular screened-in sun porch with cathedral ceilings, electric fireplace, built-in speakers, and TV setup ideal for entertaining. The main level also offers a separate home office, library, and media room. French doors off the great room lead to the 2-story mudroom with custom built-ins and powder room. Upstairs from the mudroom, a private guest suite with full bath provides an ideal setup for guests, multi-generational living, or au-pair. The second-level offers the primary suite with en-suite full bath, two additional bedrooms plus a second full bath. Additional highlights include the unfinished lower level with massive bonus square footage to finish if desired, and the fully finished garage with custom built-ins and pristine, non-skid polyurea flooring. Set on a quiet cul-de-sac, this inviting home offers privacy and convenience.

138 Shadow Lake Rd, Ridgefield

$2,295,000
5 Beds 6 Baths ACTIVE Status 24205321 MLS
Nestled amid 4.39 acres of beautifully landscaped, wooded grounds, The Retreat is an exceptional Ridgefield estate where refined living, privacy, and resort-inspired amenities come together. Designed for both grand entertaining and effortless everyday living, the property unfolds through lush gardens, impressive stonework, expansive terraces and patios, and a spectacular gunite pool, creating a serene setting reminiscent of a private luxury resort. The beautifully appointed main residence features a first-floor primary suite, two private offices, three additional bedrooms, a striking brick fireplace, and an elegant kitchen with butler's pantry and laundry. An expansive wraparound deck creates a seamless connection between the interior and surrounding landscape, offering an extraordinary backdrop for entertaining or quiet relaxation. The finished walk-out lower level is an entertainer's dreamscape, complete with a sophisticated full bar, wine cellar, cigar room with dedicated smoke-extraction HVAC, spacious family room, and a luxurious spa bath with steam room and wall jets. A separate cottage adds a legal studio apartment with a private entrance and outdoor sitting area, plus an additional bonus room and half bath above-ideal for guests, extended stays, or a private retreat. A dedicated indoor wellness spa with a hot tub, sauna, and massage area further elevates the experience. Secluded and tranquil, yet moments from Ridgefield's celebrated Main Street

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

$1,995,000
4 Beds 5 Baths ACTIVE UNDER CONTRACT Status 24202777 MLS
This exceptional modern farmhouse, just five years young, is in pristine condition and showcases refined finishes and thoughtful craftsmanship. A striking double-door entry opens to a stunning living room with soaring 19-foot ceilings, a custom fireplace with marble surround, floating shelves, custom built-ins, and a distinctive Hubbardton Forge chandelier. The open-concept eat-in kitchen features 2 and a quarter inch mitered marble countertops, farmhouse sink, premium JennAir appliances, custom range hood, pot filling faucet, oversized island with microwave/convection oven, reverse osmosis water system, and water softener. A butler's pantry/wet bar w/ wine cooler and custom-built mudroom connect seamlessly to the spacious three-car garage. The main level also offers a private office with glass doors, guest suite with full bath, marble flooring and walk-in shower, plus a stylish powder room with floor-to-ceiling tile. Premium 7-inch white oak flooring extends throughout. Upstairs, the open hallway overlooks the living room. The luxurious primary suite features a custom-built walk-in closet and spa-inspired bath with marble floors, radiant floor heating, double vanity, soaking tub overlooking the private backyard, and oversized walk-in shower. An additional bedroom suite, bedroom, full hall bath, and convenient laundry complete the level. Custom shades and built-in speakers enhance the home throughout.

2 Black Pine Rdg, 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

$1,289,000
3 Beds 3 Baths ACTIVE Status 24200924 MLS
Find your Zen in this soul stirring modern home with soaring walls of windows for panoramic sunrise & sunset views, plus artistic gardens & outdoor living spaces everywhere you turn, including stone patio with seating walls & retractable awning, plus expanded deck with built-in swim spa. Located on one of Ridgefield's most sought after streets, this striking home features elegant board & batten siding with stone cladding plus a separate detached 3 bay carriage barn, all set back deeply on 2.04 acres with fenced in yard, adjoining Ridgefield conservation property so it feels like a private sanctuary. The current owners have polished every inch of this home to perfection, inside & out, with top of the line designer appointments. Step inside to a clean, modern, open floor plan, drenched in natural light. The inviting living room showcases a propane fired fieldstone fireplace flanked by built-in display niches, deep window seat, & gleaming refinished hardwood floors. Feast your eyes on the adjoining jaw dropping newly remodeled kitchen w/3 sided glass breakfast room plus top of the line Dacor appliances including 6 burner gas range, wine chiller, custom cabinetry, graceful island, & new pantry. Total 2,900 sf with flexible living space including 2-4 BRs & 2/1 remodeled baths (4 BR septic); great room with stairs to the dramatic beamed & vaulted primary suite with newly remodeled spa bath; bonus loft for fitness, studio or guest BR; plus chic barn doors to updated laundry/mudroom.

104 Stonecrest Rd, Ridgefield

$845,000
2 Beds 2 Baths ACTIVE Status 24199871 MLS
A charming stone and wood-shingled Cape Cod cottage in Ridgefield's sought-after Rainbow Lake area. This property comes with deeded lake rights and endless potential to create your own special retreat. Set on 0.74 acres, this inviting two-bedroom, two-bath home features hardwood floors throughout and a dramatic vaulted living room with exposed beams and a striking stone fireplace. A spacious main-level bedroom with full bath provides convenient one-floor living, while the family room offers a cozy wood stove and a wall of windows overlooking the natural surroundings. The wood-paneled primary bedroom and bath add warmth and character, and a basement office provides flexible space for work or hobbies. An impressive three-car garage setup-with one garage under the house and two car detached garage gives abundant parking, storage, studio, workshop, or recreational possibilities, plus additional usable loft space. Bring your ideas and vision to this unique property and make it your own-or enjoy it as a fabulous weekend getaway. Rainbow Lake amenities include sandy beaches, swimming, fishing, and boating, creating a true year-round recreational escape just minutes from all that Ridgefield has to offer.

296 Bennetts Farm Rd, Ridgefield

$625,000
4 Beds 2 Baths ACTIVE Status 24190542 MLS
Privately set on over 2 wooded acres, 50 Shields Lane offers the kind of space, setting and potential that are increasingly difficult to find in Ridgefield. This raised ranch features vaulted living and dining room ceilings that create an open, airy feel and bring a sense of volume to the main living space. Surrounded by mature trees, the property feels peaceful, private and removed, while still offering the convenience of Ridgefield living. This home is being sold "as is." The next owner will want to bring a paint brush, and a clear vision for what comes next. For those who understand potential, this is exactly where the story gets interesting. Update the finishes, address and reimagine the spaces to reflect today's style, and the transformation will be significant. Priced at $695,000, this is a chance to buy the setting, the structure and the location, and create a home that, thoughtfully brought up to date, will live and feel like a substantially higher-value property. Bring your contractor, your ideas and your imagination. 50 Shields Lane is ready for its next chapter. New well pump 2026, portable interior a/c unit included.

50 Shields Ln, Ridgefield

$1,450,000
4 Beds 4 Baths ACTIVE Status 24197489 MLS
Perfectly positioned on a picturesque one acre property in Ridgefield's coveted Mimosa community, this exceptional 4 bedroom, 3.5 bath residence has been thoughtfully expanded and meticulously renovated with exceptional craftsmanship throughout. Filled with natural light, the open concept floor plan features hardwood floors throughout, a chef's kitchen with premium appliances, custom cabinetry, stone countertops, and an oversized island flowing into the breakfast area and spacious family room with sliding doors to the porch and private backyard. The main level also offers a formal dining room, living room with a wood burning fireplace, private office, and powder room. Upstairs, the luxurious primary suite features a spa inspired bath and oversized walk in closet, plus three additional bedrooms, a full bath, and laundry. The bright walk out lower level with a full bath offers flexible space for a recreation room, media room, gym, guest suite, or home office. Extensive renovations include a new roof, siding, windows, HVAC, plumbing, electrical, designer kitchen, beautifully renovated baths, and a whole-house Generac generator. Enjoy Mimosa's pool, tennis, basketball, playground, clubhouse, lake, seasonal ice skating, and nearby Seth Low Pierrepont State Park Reserve, just minutes from downtown Ridgefield and top-rated schools.

238 Mimosa Cir, Ridgefield

$510,000
2 Beds 2 Baths ACTIVE UNDER CONTRACT Status 24197075 MLS Fox Hill - Ridgefield Iii BLDG.
Distinctive craftsmanship and timeless style define this exceptional 2-bedroom + den, 2-bath townhouse that lives like a 3-bedroom. Showcasing custom finishes rarely found in the community, this one-of-a-kind home features rich knotty pine doors, trim, and moldings, custom wainscoting in the dining room, and an elegant Vermont-inspired aesthetic that creates a warm and inviting atmosphere. The dramatic vaulted living room is the heart of the home, complete with a stunning tongue-and-groove wood ceiling, recessed lighting, and one of only a select few HOA-approved wood-burning fireplaces in the community. Tinted privacy film on every window, including the clerestory windows, provides added privacy while allowing abundant natural light to fill the space. Beautiful bamboo tongue-and-groove flooring flows throughout the main living areas and hallways, complemented by two tastefully remodeled bathrooms, fresh interior paint, a newer heating and central air conditioning system, and the convenience of in-unit laundry. Step outside to a spacious private Trex deck with built-in storage, offering the perfect setting for outdoor dining, entertaining, or simply relaxing while enjoying the peaceful surroundings. With its versatile floor plan, exceptional craftsmanship, and thoughtfully curated upgrades, this home offers a level of character and quality that is truly unmatched.

1 Winterberry Ln Unit 1, Ridgefield

$2,950
2 Beds 2 Baths ACTIVE Status 24194677 MLS
Don't miss this bright and spacious end unit in sought after Stonehouse Commons. Best location with private views from the deck. Total 1,460 sf with generous proportions and open flow. The main floor features the updated kitchen with wood cabinets, stainless steel appliances, wall of windows, and open to the expansive combination living and dining rooms. The first floor also offers laminate wood flooring; slider to the balcony/deck; sunny dining area; large living room with wood burning fireplace; laundry/utility room; and powder room. The second floor features the lux primary suite with adjoining full bath and spacious walk-in closet. The second generous bedroom features another walk-in closet. This unit also offers newer HVAC (R-410) system; sprinkler system; 2 car reserved parking directly underneath in the parking garage along with a practical storage shed. There is a large parking lot out front with dozens of visitor spaces for company. HOA paid by Landlord and includes sewer, water, grounds maintenance, snow plowing, and trash. Ideal commute location, less than 10 minutes to historic Main Street and easy access to Route 84 or south.

633 Danbury Rd Unit 22, Ridgefield

$1,499,000
5 Beds 3 Baths ACTIVE Status 24174573 MLS
Rarely does a property of this character and versatility come to market. Welcome to 677 N Salem Road - known historically as the Jamesway Barn Estate - a truly singular 2-acre compound in the heart of Ridgefield that blends 19th-century craftsmanship with extraordinary potential. The main Colonial residence is a diamond in the rough, offering 3 bedrooms, rich wide-plank hardwood floors, two wood-burning fireplaces, and a spacious all-season room - a home that simply awaits the right vision to restore it to its full glory. Original architectural details throughout speak to the craftsmanship of a bygone era. The crown jewel of the property is the historic Jamesway Barn - an awe-inspiring structure with dramatic 40-foot ceilings that must be seen to be believed. Below, a fully finished 2-bedroom apartment provides immediate rental income potential or multi-generational living, complemented by a 3-bay garage and private patio deck. A separate 2-bay garage plus workshop offers endless possibilities for the craftsman, car enthusiast, or entrepreneur. A historic root cellar once served as the hub for winemaking and meat preservation - a remarkable piece of agricultural heritage. Envision a private family compound, income-producing investment, or restored showpiece - 677 N Salem Road delivers the bones, the land, and the legacy. Opportunities like this in Ridgefield are irreplaceable.

677 N Salem Rd, Ridgefield

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