luxury real estate for sale Redding, United States

This distinct 4-bedroom Colonial offers a rare blend of charm and modern luxury. Originally built as a ranch in 1962, the home was completely transformed in 2000 with a full second-floor addition, resulting in a unique, airy open floor plan. A stunning 2-sided brick fireplace serves as the heart of the home, artfully dividing the living spaces while maintaining a seamless flow. The chef's kitchen is a standout, featuring a restaurant inspired American 5 burner gas range, a large center island with new quartz countertops and a wide picture window that frames the lush yard. Flooded with natural light through oversized windows, the home feels vibrant and inviting throughout. The second floor hosts an expansive primary ensuite retreat, accompanied by three additional bedrooms. A versatile den or office on the first floor provides perfect space for remote work. Situated on a flat, park-like property, the home is surrounded by mature trees and shrubs for complete privacy yet close enough to meet your neighbors. Ideally located, you can walk to the scenic trails of Putnam Park and Huntington State Park for hiking, biking horseback riding, kayaking and fishing. Enjoy the close proximity to shopping and dining in Bethel, Georgetown and Ridgefield, plus access to Redding's highly rated schools. Redding, dubbed the Vermont of Fairfield County, offers a serene, community focused lifestyle that is truly a special. A wonderful place to call home.

Discover a storybook sanctuary nestled in the heart of Redding, CT. This charming, vintage Cotswold inspired cottage provides a magical retreat that feels worlds away, yet remains perfectly connected. Situated on a lushly landscaped 2.3 acre property, the grounds are a gardener's dream featuring a tapestry of vibrant perennials with mature flowering shrubs and trees. Grow your own produce in the fenced-in vegetable garden or enjoy the serene sounds of nature by your own private pond with babbling brook and charming footbridges. The lovely stone patio is your front row seat to the beauty of the grounds, making it the perfect setting for quiet reflection or dining al fresco. The 1,481 sq. ft. interior features two bedrooms and two baths plus a large living room with expansive views of the property. Ceiling beams and a fieldstone fireplace add to the charm. There is a large eat-in kitchen with lots of room to customize. While this home does need some updating, recent improvements provide peace of mind, including a new roof and gutters, new windows and a new septic system. This home provides a captivating opportunity whether you are looking for a weekend escape or a permanent residence. This is an estate so there are no disclosures. Sale is not subject to probate approval. SOLD STRICTLY AS IS.

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!

Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting. For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with nature. The residence–a nod to Antebellum architecture–presents grand columns, symmetrical facades, a 97-foot wraparound veranda, and ornate interior design. Every detail has been thoughtfully curated for comfort and quality. Your journey begins with the breathtaking grand foyer flanked by dual staircases and crowned by a soaring domed ceiling artfully decorated with colorful rosettes. Exemplary features include seven fireplaces, an elegant banquet-worthy formal dining room, a chef's kitchen with top-grade appliances, a spacious fireplaced breakfast room, a dazzling sun-filled family room, and two home offices. The exquisite primary suite is a luxurious haven featuring its own artfully adorned domed ceiling, sitting room, and wall-of-glass French doors open to a private balcony with views of the in-ground pool and woodlands. The sumptuous marble bath is a spa-like sanctuary. An invaluable addition to this amazing property is the finished studio over the six-car drive-through garage, providing flexible living space. All this and so much more await in this extraordinary estate!

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!

Private Luxury Meets Modern Sophistication in Redding! Discover the perfect blend of classic New England charm and cutting-edge convenience. This pristine 4,414 SF Colonial is situated on 2.67 acres at the end of a peaceful cul-de-sac. Inside, you are welcomed through a stately foyer with marble flooring, a sweeping staircase, and soaring ceilings. Gleaming hardwood floors guide you through a spacious layout featuring four bedrooms, three full and two half baths, and a seamless flow between formal entertaining areas and casual gathering spaces. The heart of the home is the cozy family room, anchored by a stately fireplace and bathed in natural light. Adjoining this room is the expansive chef's kitchen with Sub-Zero and other high-end appliances, plus lots of storage. The exterior is a gardener's dream, boasting professional plantings and ample room for a pool, all maintained by an integrated irrigation system. Technologically unmatched, the residence is equipped with commercial-grade Wi-Fi, an advanced security system, and a whole-house surge protector. Complete with a three-car garage and a meticulously maintained interior, this home is truly turn-key. Located just minutes from the West Redding train station and world-class shopping, dining, and cultural events, this is a rare opportunity for a lifestyle of quiet elegance.

Custom-built in 2004 and meticulously maintained, this 2.18-acre home offers a true escape from the everyday. Surrounded by perennial gardens, stone walls, and specimen trees, the grounds are anchored by a stunning stone patio-your own private sanctuary for quiet mornings or lively entertaining. Inside, discover 3,669 square feet of sun-drenched living space featuring 11 rooms, 4 bedrooms, and 2.5 baths. The first floor boasts an effortless layout, including a private library/office, formal living and dining rooms, and a gourmet kitchen with new appliances. The kitchen's center island and breakfast area transition seamlessly into the family room, where a gas fireplace creates a cozy focal point. And did we mention the four-season sunroom, with views of the expansive lawn and patio? The second level is home to a luxurious primary suite featuring a spa-like bath with a soaking tub, oversized glass shower, and double walk-in closets. Three additional spacious bedrooms provide plenty of room for family or guests. Notably, the property features a 5-bedroom septic system, offering potential for future expansion. Added features include a 3-car garage, 9-foot ceilings, custom millwork, cooper roof overhangs, expansive unfinished basement (imagine the potential), and an irrigation system. Located across the street from Huntington State Park, you have access to over 1,000 acres of trails and scenic ponds. The home is also centrally located to NYC (car or train) and down county.

Artisan Craftsmanship Meets Modern Autonomy - Your Private Oasis Awaits! Nestled on four idyllic, professionally landscaped acres at the end of a quiet cul-de-sac, this spectacular 2002 post-and-beam is a perfect blend of artisan craftsmanship and modern design. Built to exacting standards, this one-of-a-kind residence presents a dramatic, flexible open floor plan bathed in natural light through walls of windows highlighting exposed beams, soaring ceilings, and rich hardwoods. The chef's kitchen gleams with cherry cabinetry, upscale appliances, and quartz and limestone finishes. The home features a much-desired bedroom suite on the main floor as well as a primary suite upstairs, two additional bedrooms and a sleeping loft! Outdoor living is unrivaled: a heated Gunite salt-water pool, an expansive stone patio and fireplace, a wrap-around porch with panoramic views of the lush landscape, gardens, and a private stream-fed pond with a fountain. Beyond the beauty lies incredible efficiency. This home boasts high-efficiency mechanicals, seamed metal and arch shingle roofing (2021), a whole-house generator, on-demand hot water system, propane/HW system, pond-fed irrigation system, electric car charger, and a 1000-gallon propane tank for up to two weeks of off-grid autonomy. Sophisticated, secure, loaded with character, immaculate and artfully designed. This is the dream lifestyle realized - a mini-resort in the Summer, a wonderland in the Winter and very, very special.

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.

Nestled on a tranquil cul-de-sac in bucolic Redding, this expansive 3,650 SqFt, 4 bedroom, 3.5 bath classic Colonial has been completely re-imagined and renovated, both inside and out. This 11 room home offers 5 fireplaces; a new eat-in kitchen with oversized island and large dining area with a wood burning fireplace; step-down living room with fireplace; formal dining room with custom millwork. The expansive family room boasts a cathedral ceiling, wood beams, floor-to-ceiling brick fireplace, built-ins and flows seamlessly into a four-season sunporch with skylights and scenic views of the deck, outdoor eating area, gardens and charming side yard brook. Upstairs, the private retreat primary bedroom has a gas fireplace, updated radiant heated floor bath, double walk-in closets. Two additional bedrooms share an updated bath. The 4th bedroom has been smartly converted into a convenient office/laundry room. The versatility of the home is further enhanced by an oversized finished LL activity room. This flexible space, which includes a fireplace, cedar closet, and a full heated floor bath, can easily serve as a generous fourth bedroom alternative or a dedicated recreation space. Located just 58 miles from Midtown Manhattan, convenient to award winning schools, parks, hiking trails, Mark Twain Library, New Pond Farm, shopping, and public transportation. This is more than a home...it is the ultimate destination where you can experience the perfect Connecticut country lifestyle.

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.

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.

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.