luxury houses for sale Ridgefield, United States (page 2)

Idyllic and sprawling country ranch on 1.38 private acres with fenced in backyard in top West Redding location. Charming yet sophisticated with extensive designer updates throughout. Total 1,753 square feet of light, bright and open living space, plus additional 963 square feet of nearly finished space in the expansive walk-out lower level with wood grained tiled floor and flexible space for fitness, game room, or home office. Convenient one level living at its finest including great room featuring inviting fireplace with wood stove insert and wall of custom built-in display shelves, open to the bright dining room with triple windows and adjoining newly remodeled kitchen. The kitchen is a chef's dream with stunning white quartz countertops, custom recessed panel cabinetry, floor to ceiling steel blue tiled backsplash/walls, slate floor, and high-end Bosch appliances, perfect for preparing gourmet meals and entertaining guests. Total 3 bedrooms and 2 full baths including the elegant primary suite with luxe remodeled bath featuring quartz topped vanity, custom tiled shower, and generous walk-in closet with laundry. Two additional generous bedrooms with updated hall bath featuring subway tiled walls and pedestal sink. Don't miss the walk-up attic, perfect for storage or future expansion potential. Scenic level property featuring inviting bluestone patio with stone seating walls and lush level private backyard. Additional: two car garage; automatic generator; most convenient Redding location; and just 69 miles to Midtown!

This captivating home offers a unique blend of architectural character, warmth, and modern functionality. From the moment you step inside, the soaring cathedral ceiling and open living spaces create an airy yet inviting atmosphere filled with light and charm. The great room serves as a dramatic focal point of the home, anchored by a contemporary freestanding wood-burning fireplace. The open-concept layout flows seamlessly into the dining area and Euro-style kitchen. A den, convenient powder room with laundry, and flexible living space complete the main level. An open staircase leads to two loft-style bedrooms with hardwood floors and a full bath with shower/tub combination, enhancing the home's distinctive design aesthetic. In addition, the seller has an approved 4-bedroom septic plan on file with the town, offering valuable future expansion potential. Outdoor living is equally appealing with a recently updated deck spanning the side of the home creating the perfect setting for entertaining or simply enjoying the peaceful surroundings. Set on nearly two acres, the property overlooks a distant pond and charming wishing well, offering a serene escape. Ideally located with convenient access to both Wilton and Ridgefield amenities including shopping, dining, entertainment, schools, and both the Branchville and Wilton train stations for commuting to NYC. Just over a mile from Weir Farm, this special property offers a rare opportunity for a full-time residence or weekend retreat.

Welcome to Brooke Hollow, a private and refined country estate set on over 8.7 acres along one of Pound Ridges most desirable roads. Tucked behind a gated entrance, the property unfolds into a quiet, beautifully composed landscape of rolling lawns, mature plantings, three serene ponds, and wooded walking paths that create a true sense of privacy and permanence.nnThe grounds are thoughtfully designed to enhance both beauty and livability. The three ponds are supported by aerator systems that maintain water quality, circulation, and ecological balance, allowing them to remain vibrant and visually striking year-round. A wireless deer fence system, along with perimeter fencing, helps preserve the integrity of the landscape and plantings, ensuring the setting remains peaceful, natural, and undisturbed. The result is an environment that feels both curated and effortless, offering a true sense of calm and connection to nature.nnOutdoor living is elevated with an infinity-edge saltwater pool and spa positioned to overlook the property, a full tennis court, and multiple outdoor spaces designed for both entertaining and quiet relaxation.nnThe residence, a meticulously maintained stone and shingle Country House, offers over 5,500 square feet of light-filled living space. A two-story entrance hall introduces the home, leading into a series of elegant yet comfortable interiors defined by high ceilings, custom millwork, and walls of windows that bring the outdoors in.nnAt the center of the home, a dramatic great room with a soaring ceiling and fireplace anchors the main living level, flowing seamlessly into a chefs kitchen with a large center island and adjoining breakfast area. Formal living and dining rooms provide a more classic setting, while the overall layout remains open and adaptable for modern living.nnThe home offers four bedrooms, including a first-floor primary suite designed as a true private retreat. The suite features a double-sided fireplace, a spa-like en-suite bath, and custom walk-in closets, along with direct access to the grounds, creating a seamless connection between indoor comfort and the surrounding landscape. Additional spaces include a large playroom, multiple offices, and flexible bonus rooms suited for todays lifestyle.nnA screened porch and expansive rear terrace extend the living spaces outdoors, creating a natural flow for entertaining or quiet evenings overlooking the property.nComplete with a three-car garage and surrounded by preserved land and natural beauty, this is a home that offers both substance and ease.nJust minutes to Katonah, Bedford Village, Ridgefield CT and Metro-North, yet entirely removed, this is Pound Ridge at its best: understated, private, and enduring.

A Sprawling 2.68 Acre Haven with Majestic Rock Gardens! Discover this beautiful, private Ranch-style home nestled on 2.68 tranquil acres. This property offers a perfect blend of peaceful seclusion and versatile living spaces, all surrounded by stunning, mature landscaping. Exquisite Outdoor Sanctuary. The expansive, professionally landscaped grounds feature mature plantings, majestic rock gardens, stunning stone wall settings, a relaxing exterior patio, and a cozy fire pit area. Enjoy seamless indoor/outdoor living with a charming covered front porch and a screened porch—perfect for enjoying private views or escaping hot, buggy nights. The home offers peace of mind and has been nicely maintained with a thoughtful Interior Layout. Step inside this classic Ranch home to find a well-maintained layout showcasing sun-drenched rooms and hardwood floors throughout. The Living Room is anchored by a fireplace creating a warm ambiance. The Eat-in Kitchen features a large window with tranquil views of the backyard setting. Versatile Living. With a total of nine rooms, there is ample space for family gatherings and private retreats. The home offers 3 bedrooms plus a den, 2 full and 1 half bathrooms, including a Primary Suite with bath. The layout includes a spacious Family Room, which functions as an accessory apartment complete with French doors that open directly to the beautiful back yard. Additional space is found in the walk-out lower level with windows, offering even more flexibility. This peaceful, private setting on 2.68 acres offers something unique in every season, and is conveniently located close to local restaurants, shopping, schools, and commuter trains.

Nestled on a picturesque country road in the heart of Redding, this National Register of Historic Places landmark offers a rare blend of 18th-century soul and modern New England estate living. The home's historic integrity is preserved through twin stone chimneys, original wide-plank flooring, and exquisite period woodwork. Sun-filled living spaces flow seamlessly from the warm central hall to a spacious kitchen and inviting dining areas-ideal for both everyday comfort and sophisticated entertaining. The layout provides exceptional flexibility, featuring generous bedrooms and additional rooms perfectly suited for a home office, den, or guest wing. Set on two serene acres of curated gardens and mature trees, the exterior offers a peaceful retreat for outdoor gatherings or quiet mornings in nature. While seemingly worlds away in its rural tranquility, 313 Umpawaug Road in prestigious West Redding is located just minutes from top-rated schools, hiking trails, and the charming town center. Once the residence of Continental Army soldier Aaron Barlow, this 1723 Georgian gem served as a strategic hub for General Israel Putnam and a literary sanctuary where the famed Joel Barlow penned The Vision of Columbus in 1787. A rare opportunity to own a living piece of history, meticulously maintained for the modern steward.

Classic New England colonial with 3 car garage and 2.05 sprawling level acres with in-ground pool. This home has been lovingly cared for by the same owners for over 30 years. Traditional center hall layout with welcoming entry foyer that leads to the formal living room with hardwood floor, fireplace, and sliders to the rear terrace flanked by floor to ceiling built-in bookshelves; plus elegant dining room with crown and chair rail moldings. Expansive kitchen with center island, sunlit breakfast nook with bay window, skylights, plus adjoining patio overlooking the pool and gardens. The impressive 24' x 22' level great room with full bath makes a wonderful family room, main level primary or guest bedroom, and features walls of windows and sliders to the picturesque backyard. The second floor offers the spacious primary suite with adjoining sitting room, hardwood floors, and private bath; plus two additional cheery bedrooms with shared hall bath. Of note: central air; garden shed; pull down attic with storage; plus expansive, partially finished lower level featuring abundant storage space, workshop, and recreation room. Idyllic setting and desirable location, convenient to the West Redding train station and just 69 miles to Midtown. Note: the pool has not been opened in some time and is being sold as-is. It has a vinyl liner which may need to be replaced. Amazing opportunity and unlimited potential in this stately home!

Located in the gated lake community of Lake Waubeeka, this 3-4 bedroom home (septic permit to discharge for 4 bedrooms) offers 4 full baths, a flexible floor plan, and access to a wide range of recreational amenities. At the heart of the community is a 36 acre non-motorized lake with two beaches, complemented by hiking trails, tennis, pickleball, basketball, bocce, an athletic field, playground, dog park, and community house. Approximately 60 miles from NYC, Lake Waubeeka provides a year-round lifestyle with nearby shopping, dining, and train access. Inside, the open concept main living area is enhanced by vaulted ceilings, skylights, and oversized windows that bring in abundant natural light. A Preway cone wood burning fireplace serves as a focal point, while the screened porch and deck extend the living space outdoors. The kitchen is designed with functionality in mind and features two separate sinks, ideal for specialized culinary prep. The layout is designed for flexibility, with guest bedrooms on the main level, including one with an ensuite bath, a den suitable for a home office or additional living space, and a private upper-level primary suite. The partially finished lower level includes a family room and full bath, offering additional space for recreation, guests, or extended living arrangements. A two-entrance driveway provides ample parking, while the private rear yard backing to woods offers a peaceful outdoor setting. A shed with electricity adds valuable storage or workspace options. Whether you're looking for a full-time residence or a weekend retreat, this home offers a unique opportunity to enjoy lake community living with wonderful recreational amenities in a convenient Fairfield County location. HOA fees are paid quarterly.

Experience modern luxury in this beautifully renovated Colonial. A grand double-door entry opens to a bright foyer. The all-new gourmet chef's kitchen boasts a massive waterfall quartz island, high-end appliances, and pot filler. The open-concept main level flows into a spacious living room with brick fireplace, while a secondary family room features a dramatic floor-to-ceiling stone fireplace and custom built-ins. Upstairs, the expansive primary suite serves as a true private retreat, featuring a generous walk-in closet and a stunning spa-like bathroom complete with a deep soaking tub and a double sink. Two additional bedrooms on this level provide ample space for family or guests. The newly finished, versatile attic showcases beautiful cathedral ceilings and currently serves as a family room and gym, offering endless possibilities for your lifestyle needs. The main level features a first-floor bedroom, ideal for guests or home office, plus a mud room with laundry area. The finished walk-out basement is an entertainer's dream with wet bar, movie theater with built-in speakers, and contemporary powder room. Outside, enjoy a private backyard with spacious deck. Two-car attached garage and semi-circular driveway accommodate multiple vehicles. Perfectly positioned in desirable Georgetown neighborhood, offering peaceful wooded surroundings with convenient access to shopping, dining, and major routes.

Casually elegant stone and clapboard ranch on stunning property in most desirable West Redding. Park-like setting with extensive flowering gardens, specimen trees, stone walls, stone patios, and inviting covered pergola seating area. This sophisticated home beckons with glass breezeway between the 2 car garage with cheery cupola and the main home with fieldstone foundation, chimney, and cladding. Generous proportions and open flow including 1,373 sf on the main level plus 735 sf in the walk-out lower level with total 2-3 bedrooms and 2 full baths. The heart of this home is the large living room with custom built-ins and stone fireplace with wood burning stove insert. The dining room, open from the Living room for ease of entertaining, features wide board floors and custom built-in shelving, lower cabinets flanking a large picture window. The main floor also features the bright white kitchen with open shelves, stainless steel appliances, pantry and views to the stone patio/gardens. The bedroom wing offers one large bedroom with multiple closets; 2nd bedroom with built-in shelving, currently used as a den; plus the hall bath with updated vanity and tub/shower. The walk-out lower level has been completely updated to create flexible living space including a family room with 2nd fieldstone fireplace; optional primary suite or guest bedroom with French door to the stone patio; and full bath featuring glass basin sink and deep soaking tub. Many updates including exterior repainted and brand new roof (2025). Top location in sought after Redding, the VT of CT, yet just 61 miles to Midtown.

Impeccable shingle style country cape on park-like 2.76 acres adjacent to Redding Land Trust conservation property, connecting directly to Devil's Den, the largest preserve in CT with 1,800+ acres. Exceptional attention to detail inside and out, with extensive recent improvements and designer finishing. Impressive circular drive with Belgian block apron and center inlay, lush lawn, flowering trees, and Wisteria covered pergola. Drenched in natural light, the modern open floor plan features a state of the art chef's kitchen with Wolf 6 burner gas range, island with bar seating, pantry, and fireside dining area, wide open to the expansive family room with custom built-in entertainment center, new SONOS surround sound, and French doors to the extensive deck for outdoor enjoyment. High tech with Nest thermostats; fiber internet; Ring alarm system/sensor array; and custom Hunter Douglas motorized blinds. Total 4,943sf with 3-4 bedrooms, 3/1 updated baths, and primarily one level living. The main floor also boasts the sophisticated living room with wall of windows and French doors to the deck and yard; elegant primary bedroom suite with luxe bath featuring soaking tub, separate shower and marble double vanity; plus 2 more sizable bedrooms with shared bath. Walk-up to the soaring beamed and vaulted bonus room, plus expansive walk-out lower level rec room with 4th bedroom option, full bath and direct access to the oversized 2 car garage. Idyllic home in sought after West Redding, minutes to restaurants and shopping in nearby Georgetown, Ridgefield, Wilton and Bethel, plus just 58 miles to Midtown.

A rare and enchanting converted church, reimagined as a beautiful country home set on two private acres in the heart of Pound Ridge. Originally a small chapel where the local community once gathered, the home still retains elements of its early history, including soaring ceilings in the original sanctuary space that create a striking sense of volume and light. In the 1950's, the structure was thoughtfully expanded and transformed into an inviting residence with magnificent antique floorboards throughout that add timeless character and charm. A beautiful sunroom overlooking the back gardens offers a perfect place to relax and take in the peaceful surroundings year round. The grounds are truly magical with mature landscaping and plantings, inviting stone patio, and a stunning pergola draped in wisteria, ideal for outdoor entertaining or quiet afternoons. A heated saltwater pool, surrounded by elegant white fencing enhances the serene setting. Privately gated and set far back from a quiet cup-de-sac road, this exceptional property offers privacy, beauty and a truly special sense of peace!

Discover your ultimate hideaway: a private, gated custom rebuilt 10,000 square foot Colonial nestled on over five majestic acres in Pound Ridge. While the impressive amenities are abundant, it is the serene setting that will truly capture your attention and your heart. Tucked behind a mature landscape, the property offers a retreat filled with quiet, tranquil spots. The grounds are thoughtfully designed for both relaxation and recreation, featuring a pool set off the side of the house and a secluded tennis court in the back. Inside, light floods the glass sunroom off the kitchen, and private decks extend from multiple rooms, including the luxurious primary suite. The heart of the home is the family room, boasting a dramatic, soaring ceiling height and anchored by one of three cozy wood-burning fireplaces. Welcome home!