Redding CT Real Estate & Homes for Sale

Sun-drenched four-bedroom Colonial with pool, stone terrace and hot tub graces 2.06 acres in a great neighborhood near Redding Center and schools. Showcases exquisite architectural details and freshly painted interior/exterior. Dramatic double height entry unfolds into generous living room with wood-burning stove, wet bar, floor-to-ceiling windows and dining room with bay window. Granite-clad eat-in kitchen with fireplace, terrace access, adjacent family room with vaulted beamed ceiling, wood stove, French doors to wrap around deck; powder room, office, mudroom and two-car garage round out main level. Spacious gym/playroom sits above attached garage. Second floor features primary suite with fireplace, walk-in closet, spa bath; three bedrooms, full bath, half bath and laundry.

Light-filled and spacious freestanding 3 BR, 3 1/2 Bath townhome in picturesque, luxury Redding Woods condominium of 23 individual homes on a private tree-lined cul de sac just over Wilton border. Almost 3000 square feet of living space offers multiple options for home office and recreation areas. End unit affords privacy and lots of outdoor space. Walkable to numerous restaurants and amenities. Beautiful sunsets, views of scenic Redding Ridge from kitchen, deck and other rooms. The elegant first floor features a large marble foyer, living room with gas fireplace, high ceilings and molding, newly re-done powder room, formal dining room with wainscoting, and stylish eat-in black and white kitchen with sliders to deck. A middle floor features a large family room/office/flex space with cathedral ceiling and two large closets. The top floor includes the bright and spacious en suite primary bedroom with two large walk-in closets, and another bedroom and bath. The lower level includes additional private bedroom and full bath, as well as a finished family room with sliders to a stone-paved patio and grassy manicured yard. The attached 2-car garage affords easy first-floor unloading of groceries. The sophisticated architecture of Redding Woods features carriage garage doors, Belgian block-edged sidewalks, Victorian street lamps and lush landscaping which flows with the seasons. Convenient for shopping, dining, Rt 7 for easy access to other towns and NYC. https://www.reddingwoods.com/

Light-filled and spacious freestanding 3 BR, 3 1/2 Bath townhome in picturesque, luxury Redding Woods condominium of 23 individual homes on a private tree-lined cul de sac just over Wilton border. Almost 3000 square feet of living space offers multiple options for home office and recreation areas. End unit affords privacy and lots of outdoor space. Walkable to numerous restaurants and amenities. Beautiful sunsets, views of scenic Redding Ridge from kitchen, deck and other rooms. The elegant first floor features a large marble foyer, living room with gas fireplace, high ceilings and molding, newly re-done powder room, formal dining room with wainscoting, and stylish eat-in black and white kitchen with sliders to deck. A middle floor features a large family room/office/flex space with cathedral ceiling and two large closets. The top floor includes the bright and spacious en suite primary bedroom with two large walk-in closets, and another bedroom and bath. The lower level includes additional private bedroom and full bath, as well as a finished family room with sliders to a stone-paved patio and grassy manicured yard. The attached 2-car garage affords easy first-floor unloading of groceries. The sophisticated architecture of Redding Woods features carriage garage doors, Belgian block-edged sidewalks, Victorian street lamps and lush landscaping which flows with the seasons. Convenient for shopping, dining, Rt 7 for easy access to other towns and NYC. https://www.reddingwoods.com/

This is the one you've been waiting for! Stunning 4BR contemporary with gorgeous pool and fenced in and level yard. Sunlight streams through the many windows highlighting the living room's gleaming wide-board floors, stone fireplace, and high ceilings. The open concept kitchen features Miele and Subzero appliances. It has a large dining area and adjoins the family room with another fireplace and built ins. The dining room with its oversize windows and multiple skylights is also a wonderful place to gather. This home brings the outdoors in, with multiple sliding glass doors that lead out from the kitchen, family room and living room to the mahogany deck, bluestone terrace and pool area. The property is beautiful in all seasons, professionally landscaped with gorgeous stone walls and a newly paved circular driveway. Privacy abounds in this tranquil oasis - convenient to shopping, restaurants, the train, schools, hiking trails and so much more! Beautifully renovated high-end bathrooms feature Toto and Grohe fixtures, stunning tile and glass showers. There are hardwood floors all through the main level, main level laundry, fresh paint both inside and out, tons of new recessed lighting, a new pool liner and cover along with many other improvements (see the list!) that make this home turn-key. An absolute gem - don't miss it!

Classic Tudor Style Colonial in spectacular, private setting offering distant woodland views & scenic meandering brook. Impeccably maintained with $180,000+- in updates since 2007, including new roof, gutters and heated roof coils 2012 ($26K) windows 2017($24K), driveway paved and exterior stonework ($15K). Total kitchen remodel in 2012 including installation of hardwood floors, all new custom cabinetry (w/built in pantry), granite stone countertops, induction cook top, dishwasher and microwave. That remodel also included the custom built-in with wine/beverage cooler in family room. Updated master bath has a double vanity, large walk in shower and heated towel bar. Ask for complete list of improvements. Spacious room sizes, two fireplaces and hardwood floors throughout the home. Heated, glass-filled sunroom opens to deck, featuring amazing views and updated French double doors to kitchen as well as French doors to rear deck. Good size bonus room with vaulted ceilings, surround sound speakers, hardwood floors and its own heat & AC zone. The bonus room with staircase from family room makes an ideal home office or playroom. Sunny finished, walk out lower level recreation room w/separate office, large utility room and half bath.

Built in 1989, this two story home, offers 3 bedrooms, 2 1/2 baths, 2 car attached garage, inground swimming pool, with ~3,394 sq ft of living space on +/- 2.02 acre lot. Seller WILL NOT ACTIVATE UTILITIES. Buyer to view home, inspect and confirm all listing information prior to making offer. Water CANNOT be turned on for inspections. Property sold “AS-IS” without contingencies.

Classic Contemporary 4/5 bedroom, open concept home. Conveniently located in a cul-de-sac setting within easy walking distance to the 1,000 acre Huntington State Park and close to Redding schools, shopping and transportation. This spacious home with an in-ground pool has had numerous improvements including a new eat-in kitchen addition in 2006 with an 8' center island, granite counters, wine chiller and walk-in pantry; updated baths; finished lower level playroom; Thermopane windows and slider doors; new water heater; a new roof and new garage doors in 2023. The large entry foyer opens to the 2 story vaulted ceiling living room with see-thru fireplace to the formal dining room. The enormous kitchen opens to the L-shaped family room with wood burning fireplace and both rooms open onto the large stone terrace that provides ample area for outdoor entertaining. The office/5th bedroom with adjoining half bath completes the main level. Upstairs, the primary bedroom suite has a large vaulted ceiling bath with skylight, tub, stall shower and walk-in closet; 3 additional bedrooms (one with a vaulted ceiling) and a hall bath. The lower level has a finished playroom with walk-in closet, a large mechanical room with ample storage, and a large additional storeroom that leads to the garage. Redding is known for its bucolic, rural setting; numerous hiking trails; award winning schools; The Mark Twain Library; New Pond Farm; and Putnam State Park. Just 56 miles from mid-Manhattan.

The Cedar House - stunning craftsman style custom home designed by award winning local architect, Peter Coffin, on 2.58 scenic acres in premier West Redding location. The majestic private setting, with mature trees & flowering gardens, is the perfect backdrop for this modern home which dramatically incorporates massive Alaskan yellow cedar tree trunks both inside & out, most impressively in the soaring great room where they rise approximately 30' towards the glass cupola. This home is truly a work of art - there's not a knot to be found in the cedar timbered ceiling & solid long plank oak floors are showcased throughout. The gleaming wood is perfectly complemented by rustic stone, including the massive bluestone fireplace, sun room w/bluestone floor, & the expansive bluestone patio w/native fieldstone retaining wall. Multi-level glass windows allow natural light to shine & standing seam metal roofs add to the compilation of organic building materials. This state of the art home offers: chef's kitchen w/48" Viking dual-fuel 6 burner range featuring griddle/double ovens & 42" prof. refrigerator; library w/built-ins & ladder; 2nd story loft for home office/studio; primary BR suite w/20' ceiling, dressing room & spa bath; sitting room w/built-in bookshelves/storage; 2 car heated garage; whole house auto Generac generator w/500 gallon tank; built-in audio; A/C, well pump, & newer hot water tank. Walk to New Pond Farm; just 3 minutes to Metro North station; & 59 miles to Midtown!

Step into the grand foyer of this classic colonial and you'll immediately feel at home. The warm and inviting floor plan is perfect for both formal and casual gatherings, with a spacious living room w/ gas fireplace, formal dining room w/covered porch and a great room with with stone fireplace, coffered ceilings and a wall of windows. The well-appointed gourmet kitchen features custom cabinetry, Viking range top, Thermador double ovens, 9 ft island, pantry and breakfast area which is the ideal space for home chefs. The private office w/bay window and French doors is ideal for today's hybrid or work-from-home lifestyle. The four bedrooms, including a luxurious primary suite w/sitting room, gas fireplace, double walk-in closets, private balcony and spa like primary bath, offers plenty of room for rest and relaxation. The second floor laundry room is conveniently located. There is also a walk-up attic plus a huge walk-out lower level for even more expansion. But the true gem of this property is the 2.05 acres with over 600 ft of stone walls, mature trees, lush greenery and protected woodlands directly across the street. The property offers plenty of space to add a pool or to simply enjoy the serene atmosphere of this picturesque setting. Plus enjoy being centrally located to restaurants, shopping and coffee houses. Just minutes away from Easton, Monroe, Westport and Newtown and easy access to the Merritt Parkway, I-84 and just 60 miles from NYC via train or car.

Magnificent the moment you pull up! Stunning 7-acre estate w/expansive views, 2-story foyer flooded w natural light & marble floors creates a warm inviting feeling. Dreamy eat-in kitchen, custom cabinets, Viking/LG appliances, coffee bar, large granite island. Wine connoisseurs will enjoy the 6 ft wine fridges in grand room w/soaring coffered ceilings, enjoy the fire with family & friends before heading to the DR w custom woodwork thru-out. Main level completed w large office/billiard room w/fireplace, guest/au-pair en-suite BR, mudroom/laundry & guest bath. Retire to the primary suite fit for royalty, w/cedar WIC, soak in the spa tub or steam shower. Bonus room for gym/office/closet. Family will enjoy 3 en-suite BR’s. The finished 3rd level ideal movie theater/rec/playroom. Partially finished LL as home gym w plenty of storage. Stroll through sliders leading to an expansive terrace w/Al-fresco dining, chefs kitchen Viking BBQ, cooktop, food warmer, fridge, ice maker, w/granite island. Enjoy outdoor fireplace & relaxing in luxurious Hot Tub Spa overlooking stunning Saltwater Gunite Pool. The finished Pool House is a legal apartment rental w/private driveway & 2 car garage. Enjoy lush gardens, apple/pear trees/Christmas tree patch, a trophy property that offers something for every season. Must-see property is subdividable to sell or rent or be used as farmland to off-set taxes. Enjoy picturesque landscaping & breath-taking sunsets. Pls. ask for a full list of features.

"Stormfield" - the iconic mansion built in Redding for author Samuel Clemens, best known as Mark Twain, who lived there from 1908 until his death in 1910. Upon surveying the countryside from his new home, Clemens exclaimed “How beautiful it all is. I did not think it could be as beautiful as this.” He stipulated the house should be built in the style of a Tuscan villa, after having enjoyed time in Italy, and derived the property's name from his short story "Captain Stormfield's Visit to Heaven." After a fire in 1923, the current estate was re-built in 1925 on the same foundation, retaining the original terraces, stone walls, stone pillars, and formal gardens. The home is sited on 28.53 private acres and adjoins 161 acres of Redding Land Trust. This magnificent country compound includes the 6,300 sf main residence with 4-5 bedrooms, 5/1 baths, and 3 fireplaces, plus the detached pool/carriage house offering heated gunite pool, 3 garage bays, as well as the 2nd floor guest/caretaker cottage with 2 bedrooms, full bath, living room and kitchen. Feel like you've stepped back in time where exquisitely appointed period details artfully blend with today's modern amenities. Grand formal rooms include the elegant dining room overlooking the stone terrace and rolling lawn, plus the formal living room with striking hand painted coffered ceiling and adjoining library. One of Redding's signature properties and a rare opportunity to own a piece of American History, just 58 miles to Midtown.

Come see this spectacular home nested among natural surrounding and featuring a separate suite, perfect for so many uses. The main living quarters boasts 4 bedrooms with 2 full baths and 2 half bathrooms. The living room includes a fabulous fireplace with gorgeous stonework. The dining room has a bay window, the bonus room has French doors opening to a covered porch. The separate living area has a lofted bedroom and kitchenette opening to a living room with cathedral ceilings.

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

This 5,282 sq. ft. beautiful and centrally located Redding commercial/residential compound offers two separate commercial lots being sold as a package in an artsy and quaint country setting. It is an outstanding investment or live/work potential The primary building houses a 3266 SF retail storefront where a large front patio area leads to vast showrooms, storage rooms, an office, laundry and two half-bathrooms. (The existing home interior design business enjoys significant success with its heavy online presence and successful retail store and is available for sale separately.) Atop the primary building, you'll find a beautiful one-bedroom, one-bathroom apartment with hardwood floors, and windows on three exposures. The living/dining area surrounds a lovely open kitchen featuring stainless steel appliances and a breakfast bar. Discover two large closets and an en suite bathroom in the oversized primary bedroom. A second room which can be used as an office, exercise or guest room completes the unit. The adjoining commercial lot has a secondary building - a charming cottage suitable as a one-bedroom rental or additional small business. This verdant compound features manicured landscaping, lush lawns and a generous parking lot. The possibilities are endless for this wonderfully flexible offering suitable for everyone. Close to the Redding train station, post office, Route 7 corridor, with TOD development possibilities.

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.