Redding

MLS Number 170494928

• Single Family
• Square Feet 7,498
• Bedrooms 6
• Bathroom 11
• Year Built 1995

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized infinity pool with spa and pool pavilion with entertaining kitchen, full bath and living room. Don't forget your racket, with a private tennis court with California Corners for all levels of play. Private luxury apartment over the heated 3-car garage. This is also a great option for an office or studio. Enjoy all the best of parks, recreation, shopping and dining nearby, also accessible to NYC via Metro North and 56 miles to midtown.

Listed by Stacy A. Young of William Raveis Real Estate

MLS Number 170562604

• Single Family
• Square Feet 17,548
• Bedrooms 6
• Bathroom 11
• Year Built 2004

Love life? Love it even more when you arrive home to this exquisite Normandy Chateau with all the special attributes you would expect from a luxurious estate. Set on over 19 acres of lush property, the setting is nothing but idyllic with beautiful gardens, wide open pastures, koi ponds and scenic water views. The best surprise is how inviting & comfortable the home truly is. Of course, there are the fabulous formal living & dining spaces one would expect to find, and a chef's kitchen any culinarian would find a delight, but the amenities are what make this residence one-of-a-kind. Start your staycation lounging at the pool, then enjoy lunch al fresco on the terrace, relax in the sauna and then meet up at the bar for a cool beverage. After dinner, take a sunset sail in the canoe on the pond and then catch a movie in your private theater. Still not ready to end the evening? Head up to the recreation room for a game of ping pong or chess. Retire to the first-floor primary bedroom suite with a spa-like bath & two-story custom/cedar closet. Each of the five family bedrooms has a full bath & unique nook for imaginative play. Just a few of the many special features: European-style windows, reclaimed wood beams, antique slate roof tiles, a potting room. Highly sophisticated infrastructure with a fire sprinkler system, four high-efficiency Buderus boilers, generator, two floors of radiant heat & more. Install paddock and barn & bring the horses. Come & love life in Redding, CT!

Listed by Jodi Gutierrez of Alliance R.E. Consultants

MLS Number 170567139

• Commercial
• MLS Status Active
• Year Built 2004
• Square Feet 17,548
• Acreage 19.38

Exquisite Normandy Chateau with all the special attributes you would expect from a luxurious estate. Set on over 19 acres of lush property, the setting is nothing but idyllic with beautiful gardens, wide open pastures, and scenic lake views. There is the option to create a world class equestrian center with riding trails close by. Other uses permitted with the approval of a special permit are: Private School, Bed and Breakfast (with owner in residence), Places of Worship, Museum, Art Gallery, Playhouse, other similar institutions serving a cultural need, etc. A country club or equestrian club may be possible with a variance (25 acres are required). This site would be a perfect luxury wedding venue with guest rooms. Vegetables, herbs and other provisions could be grown on site for a curated Farm to Table experience. This use would require a zoning amendment. Amenities include an in-ground heated pool and spa, lake with dock, sauna, movie theater, wet bar, and more. Windows imported from Europe, reclaimed wood beams, historic slate roof tiles, a potting room. Highly sophisticated infrastructure with a fire sprinkler system, high-efficiency Budarus boilers, a full-house generator, two floors of radiant heat and more. The property is located at the intersections of Cross Highway, Black Rock Turnpike and Newtown Turnpike for easy access.

Listed by Jodi Gutierrez of Alliance R.E. Consultants

MLS Number 24030677

• Single Family
• Square Feet 10,903
• Bedrooms 7
• Bathroom 7
• Year Built 2000

Welcome to 4 Longwood Drive, a quintessential New England retreat nestled in the picturesque town of Redding, Connecticut. The stone and shingle exterior of this elegant, custom-designed colonial residence was influenced by the former dean of the Yale School of Architecture, Robert A. Stern and offers an unparalleled blend of sophistication and warmth, designed to cater to the most discerning homeowners. Set on 3.75 serene acres of amenity filled living space, this exquisite property offers an idyllic lifestyle amidst natural beauty, making it a perfect haven for families and individuals seeking comfort, elegance, and tranquility. Step inside and relax within an expansive and newly updated 10,500 square feet of open concept living space that boasts 7 spacious bedrooms, including a luxurious first-floor primary suite with a spa-like ensuite bathroom with a soaking tub, dual vanities, a separate shower, a dedicated sitting room, and a home office with built-in cabinetry providing the perfect environment for remote work or study. The second floor includes 6 large bedrooms and 4 tastefully designed full bathrooms. The heart of the home features a gourmet kitchen with a large center island perfect for meal preparation and entertainment, ample cabinet space, a butler pantry, and a cozy breakfast nook overlooking the backyard.

Listed by Jeffrey Kaplan of William Raveis Real Estate

MLS Number 24045195

• Single Family
• Square Feet 5,969
• Bedrooms 7
• Bathroom 7
• Year Built 1925

Welcome to 207 Poverty Hollow Road, a stunning retreat on a tranquil street in Redding. This impressive 2-acre property makes a grand first impression with its elegant half-circle driveway. You'll be greeted by a beautifully landscaped front yard that offers a park-like ambiance. The property features an attached 2-car garage and a detached 2-car garage with an apartment-ideal for an in-law/au-pair suite. Step inside to discover a thoughtfully designed, flowing floor plan with spacious, sunlit rooms. The formal living room, highlighted by a striking spiral staircase, offers a sophisticated space for relaxation. Adjacent, a media room provides versatile entertainment options. The dining room, with its charming exposed beams, comfortably accommodates large gatherings. The chef's kitchen is a culinary haven, equipped with stainless steel appliances, two dishwashers, ample pantry space, and an island bar with seating for four. There's also room for an informal dining table next to the bar area. This kitchen seamlessly connects to a cozy family room featuring a wood-burning fireplace and French doors that open to the patio. Enjoy your morning coffee or an afternoon read in the sunroom, which offers a picturesque view of an entertainer's paradise. French doors lead to the outdoor space with a generously sized table set under a charming pergola, surrounded by lush greenery.

Listed by Jennifer Thomas and Joy Kim Metalios of Houlihan Lawrence

MLS Number 24018994

• Single Family
• Square Feet 7,314
• Bedrooms 4
• Bathroom 7
• Year Built 2006

"Three Bridges": A Fairytale Country Estate with Timeless Appeal. Welcome to "Three Bridges," a country estate that effortlessly blends historic charm with modern sensibility. Originally a quaint 1930 Tudor, this home has been masterfully expanded and renovated to create a one-of-a-kind sanctuary on over six private acres. Enjoy rarefied amenities including a brook, waterfall, and charming bridges. The 7,314 sq ft residence boasts high-quality construction, exquisite craftsmanship, and authentic architectural details including decorative half-timbering and diamond-pane windows. Outdoor living is sublime with a stream-fed in-ground pool, expansive stone patios, tennis court with pickleball lines, and a bocce ball court. Inside, find the intimate primary suite with private balcony, chef's kitchen with commercial-grade appliances, enormous family room with stone fireplace, and cozy living room (original to the 1930's) accented with floor-to-ceiling fireplace, vaulted ceilings, and wooden beams. Three additional ensuite bedrooms, a playroom, multiple office locations, and lower-level entertaining area with hot tub and rock-climbing room add to the timeless appeal. Whether you're seeking a weekend haven or a full-time residence, Three Bridges is sure to please. Tucked away down a meandering drive, its bucolic Redding location offers access to the town's abundant conservation land and open spaces. Don't miss this rare opportunity for stately country living in a singular setting!

Listed by Roni Agress of William Pitt Sotheby's Int'l

MLS Number 170511696

• Single Family
• Square Feet 4,000
• Bedrooms 4
• Bathroom 5
• Year Built 2021

Custom home to be built by Frank Talcott Inc. Website Frank Talcott Inc. Floor plan can be modified to owner's needs. Privately set on almost 9 Ac on picturesque Umpawaug Rd. Home features open floor plan, 9 ft ceilings, lots of glass, custom millwork and state of the art kitchen. MODERN home plans also available. Architect/builder will custom design home to buyer's specifications. See pictured options. Additional land available. Owner/Agent

Listed by Jodi Langford of Coldwell Banker Realty

MLS Number 24032399

• Single Family
• Square Feet 4,495
• Bedrooms 4
• Bathroom 4
• Year Built 1820

Rare opportunity to own one the areas most treasured Mini Compounds, nestled on 2+ beautiful acres of tranquility. At the heart, is an elegant 1820 Colonial Farmhouse meticulously maintained offering 1,848 sq ft of living space featuring 4 Bdrms & 1.5 Baths - each room is a testament to its architectural heritage, Hardwood Flrs, exposed beams, & exquisite Millwork + a beautifully renovated KIT blending modern convenience seamlessly w/1820s craftsmanship. A covered front porch & patio w/a serene fountain providing the perfect retreat. Adjacent to the Farmhouse, a 1,204 sq ft 2-story Studio built in 2000 provides a versatile space ideal for a Home Office, Guest quarters or Artist's Studio. Featuring radiant heated slate floors, vaulted ceiling, Full Kitchen, Dining area, 2 sleeping spaces, renovated Full Bath plus a Private Patio - ideal for guests, in-laws, or an au-pair. Adding to the magic, the 1,443 sq ft Pool House/Party Barn built in 2007 brings the "WOW". Upon entry, you are greeted by a sun-filled interior w/10-ft ceilings, radiant heated slate floors, & expansive windows overlooking a fabulous rear yard. The Pool House boasts an updated Full Bath, Kitchenette, expansive Loft w/limitless possibilities as a Bdrm, office, art studio or Gym. The 40-foot Heated Pool is nestled amidst lush landscaping, offering a private oasis w/a sleeping cottage, outdoor shower & meditation garden. This property allows for a lifestyle of sophistication and comfort. Approx. 1 hr. to NYC.

Listed by Karla Murtaugh of Compass Connecticut,LLC

MLS Number 24006193

• Single Family
• Square Feet 5,535
• Bedrooms 5
• Bathroom 5
• Year Built 1906

One of the earliest known surviving examples of Craftsman architecture in Redding, this rambling 1906 ARTS&CRAFTS home, w/ 2003, 2,000-sf addition. 7+ private level acres w/professional landscaping. English cottage style diamond paned windows; hand-cut mission woodwork; board & batten wainscoting; irregular rooflines; overhanging eaves and a 72' front porch. 4 original floor-to-ceiling fieldstone fireplaces in the spacious Living, Dining & Music rooms. Cozy Library/Office w/built-in bookshelves. Large sunny country Kitchen w/white leaded glass front cabinets; island; limestone counters; stainless appliances; adjacent butler's pantry & milled antique barn wood floor. Oversized main floor primary Bedroom suite w/french doors to patio overlooking back property, Brazilian cherry floor; travertine marble in bath, dressing area plus 2 walk-in closets. 2 staircases to add'l Bedrooms plus a Playroom/Office & a 38' wood paneled Game room. Outbuildings include a detached 2-car garage & workshop w/1-bedroom apartment above, well house, garden shed, bunk house. Charming original raised stone patio, stone walls, specimen & fruit trees, perennial gardens including iris and peony, fenced vegetable garden w/raised beds & potential pool sites; possible horse property. Walk to Lonetown Marsh for birdwatching & winter ice skating and concerts on the green at Town Center. This enchanting, very peaceful country retreat is minutes from trains, shops, restaurants and only 60 miles from NYC.

Listed by Margi Esten and Anne-Marie Nordgren of Coldwell Banker Realty