Redding Homes For Sale

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    • 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. 41
      229 Umpawaug Rd Redding, Connecticut 06896
      $8,500,000
      6 Bedrooms 9 Full Baths 2 Half Baths Sq. Ft. 7498.00:# SqFt
      Single Family For Sale ML# 170494928
      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.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • 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! 40
      241 Black Rock Turnpike Redding, Connecticut 06896
      $5,995,000
      6 Bedrooms 7 Full Baths 4 Half Baths Sq. Ft. 17548.00:# SqFt
      Single Family For Sale ML# 170562604
      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!
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • 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. 40
      30 Mark Twain Lane Redding, Connecticut 06896
      $2,999,000
      4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 6300.00:# SqFt
      Single Family For Sale ML# 170570210
      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.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • 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. 36
      207 Poverty Hollow Rd Redding, Connecticut 06896
      $2,150,000
      7 Bedrooms 6 Full Baths 1 Half Bath Sq. Ft. 5969.00:# SqFt
      Single Family For Sale ML# 24045195
      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.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • This recently completed 5 bedrooms, 4 Full bath, 2 half bath, luxury home is finished and is waiting for you! Open Floor Plan with 2-Story Dramatic Foyer, Fabulous Sun filled Family Room with high ceiling and Fireplace, Custom Designed Kitchen w/ Sliders to Patio, Formal Living Room, Office, Dinning Room, Butlers pantry AND Mud Room w/ Walk-In Pantry. Upstairs Offers a Magnificent Master Suite with oversized Bath Including Soaking Tub, Custom Shower & Huge Walk-In Closet, Plus 4 Additional Bedrooms , Game room and sitting area. 3 Car Attached Garage.Comes with an unfinished third floor with potential for additional living space and unfinished 2500sf basement with high ceilings with potential for even more living space! Located in desirable historical neighborhood with direct access to public land trust and miles of hiking trails! 36
      34 Fox Run Rd Redding, Connecticut 06896
      $1,995,000
      5 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 7833.00:# SqFt
      Single Family For Sale ML# 24039364
      This recently completed 5 bedrooms, 4 Full bath, 2 half bath, luxury home is finished and is waiting for you! Open Floor Plan with 2-Story Dramatic Foyer, Fabulous Sun filled Family Room with high ceiling and Fireplace, Custom Designed Kitchen w/ Sliders to Patio, Formal Living Room, Office, Dinning Room, Butlers pantry AND Mud Room w/ Walk-In Pantry. Upstairs Offers a Magnificent Master Suite with oversized Bath Including Soaking Tub, Custom Shower & Huge Walk-In Closet, Plus 4 Additional Bedrooms , Game room and sitting area. 3 Car Attached Garage.Comes with an unfinished third floor with potential for additional living space and unfinished 2500sf basement with high ceilings with potential for even more living space! Located in desirable historical neighborhood with direct access to public land trust and miles of hiking trails!
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • 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! 40
      273 Newtown Turnpike Redding, Connecticut 06896
      $1,945,000
      4 Bedrooms 4 Full Baths 3 Half Baths Sq. Ft. 7314.00:# SqFt
      Single Family For Sale ML# 24018994
      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!
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • 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 5
      65 Umpawaug Rd Redding, Connecticut 06896
      $1,895,000
      4 Bedrooms 3 Full Baths 2 Half Baths Sq. Ft. 4000.00:# SqFt
      Single Family For Sale ML# 170511696
      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
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Welcome to 4 Hemlock Trail in Redding CT. This incredible 7.81 Acre property is ready for its next owners. Surrounded by protected land this hidden Oasis is one of Reddings best kept secrets. This stunning home has over 4500 Sqft of living space and has 4 Large Bedrooms with 4 full Bathrooms. The Open concept first floor will grace you as you enjoy 9 Foot High Ceilings throughout, beautiful flooring, loads of natural light, a Gourmat Kitchen with an adjoining Bright breakfast room, 8.5 Feet French doors and more.... Enjoy your morning coffee in your garden or sitting on your stone patio over looking a Picturesque background. This home has a beautiful heated in ground pool with adjoining Patio and Deck. 4 Fire places for those cold Connecticut winters as well as Zoned Central Heating and AC, a large Garage, Spacious unfinished basement for all your storage needs, garden area, irrigation system and much more! COMING SOON! 36
      4 Hemlock Trail Redding, Connecticut 06896 On Market Date: 08/01/2023
      $1,875,000
      4 Bedrooms 4 Full Baths Sq. Ft. 4603.00:# SqFt
      Single Family For Sale Coming Soon ML# 170585854
      Welcome to 4 Hemlock Trail in Redding CT. This incredible 7.81 Acre property is ready for its next owners. Surrounded by protected land this hidden Oasis is one of Reddings best kept secrets. This stunning home has over 4500 Sqft of living space and has 4 Large Bedrooms with 4 full Bathrooms. The Open concept first floor will grace you as you enjoy 9 Foot High Ceilings throughout, beautiful flooring, loads of natural light, a Gourmat Kitchen with an adjoining Bright breakfast room, 8.5 Feet French doors and more.... Enjoy your morning coffee in your garden or sitting on your stone patio over looking a Picturesque background. This home has a beautiful heated in ground pool with adjoining Patio and Deck. 4 Fire places for those cold Connecticut winters as well as Zoned Central Heating and AC, a large Garage, Spacious unfinished basement for all your storage needs, garden area, irrigation system and much more! COMING SOON!
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • Experience the epitome of tranquility in this country retreat nestled on over 18 acres of paradise in Redding, CT. Backed up to a sprawling 100+ acres Samuel E. Hill Little River Nature Preserve and Robins Trail, this home is the perfect private oasis with stunning views from every room. Enter into the rustic charm featuring 4 interior fireplaces, perfect for cozying up during the winter months. The primary suite makes you feel like you're on vacation, with its own private balcony where you can immerse yourself in the calming soundtrack of nature everyday. With 3 additional bedrooms, and 3 full baths there is no shortage of space in this home. The outdoor patio seamlessly blends into the natural landscape, offering a serene escape complete with a custom-built fireplace, pizza oven and bar top - ideal for entertaining in every season. Additionally, the property includes a three car detached garage with a legal apartment above, perfect for use as a studio, in-law suite, or a source of additional rental income. Indulge in cross country skiing, hiking, and snow shoeing directly from your back yard! Inside and out, this home radiates warmth and character that must be experienced in person to truly appreciate. 37
      56 Cross Highway Redding, Connecticut 06896
      $1,750,000
      5 Bedrooms 4 Full Baths Sq. Ft. 3501.00:# SqFt
      Single Family For Sale ML# 24051935
      Experience the epitome of tranquility in this country retreat nestled on over 18 acres of paradise in Redding, CT. Backed up to a sprawling 100+ acres Samuel E. Hill Little River Nature Preserve and Robins Trail, this home is the perfect private oasis with stunning views from every room. Enter into the rustic charm featuring 4 interior fireplaces, perfect for cozying up during the winter months. The primary suite makes you feel like you're on vacation, with its own private balcony where you can immerse yourself in the calming soundtrack of nature everyday. With 3 additional bedrooms, and 3 full baths there is no shortage of space in this home. The outdoor patio seamlessly blends into the natural landscape, offering a serene escape complete with a custom-built fireplace, pizza oven and bar top - ideal for entertaining in every season. Additionally, the property includes a three car detached garage with a legal apartment above, perfect for use as a studio, in-law suite, or a source of additional rental income. Indulge in cross country skiing, hiking, and snow shoeing directly from your back yard! Inside and out, this home radiates warmth and character that must be experienced in person to truly appreciate.
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
    • This original 1954 modern craftsman home has undergone an expansive addition & transformation with keen attention to detail. Exuding charm and sophistication, this gated property spans 3.8 acres and features a 4, 146 sf, 4-bedroom, 3.5-bathroom residence showcasing contemporary architecture and an indoor custom Endless Pool. Savor the natural beauty of inspiring gardens and farm fresh eggs from your own chickens. The grand foyer welcomes you with curved glass windows and a sweeping wrought iron staircase, complemented by exquisite artistic decor. The living room boasts vaulted ceilings, stunning floor-to-ceiling windows, and a cozy wood-burning fireplace. The recently updated chef's kitchen features a seamless flow to the dining room and outdoor patio. Custom European cabinetry with high-end amenities, granite countertops, a porcelain backsplash, and premium appliances (Wolf, Bosch, Sub-Zero + wine cooler) make this kitchen the ideal entertaining hub. The newly renovated primary bedroom suite is a true retreat, featuring a large walk-in closet, plus spa-like bath with radiant floor heating and thermostatic shower. This home features a rare second primary suite on the main level (also ideal for in-law or guests), complete with a walk-out patio, hot tub, spa bath, laundry, and kitchenette. Additional bedrooms provide ample space, large closets, and one with custom cabinetry, ideal for a home office. Finished basement with bar, 2 car detached garage, and 60 miles ton NYC 40
      61 Marchant Rd Redding, Connecticut 06896
      $1,695,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 4146.00:# SqFt
      Single Family For Sale ML# 24042094
      This original 1954 modern craftsman home has undergone an expansive addition & transformation with keen attention to detail. Exuding charm and sophistication, this gated property spans 3.8 acres and features a 4, 146 sf, 4-bedroom, 3.5-bathroom residence showcasing contemporary architecture and an indoor custom Endless Pool. Savor the natural beauty of inspiring gardens and farm fresh eggs from your own chickens. The grand foyer welcomes you with curved glass windows and a sweeping wrought iron staircase, complemented by exquisite artistic decor. The living room boasts vaulted ceilings, stunning floor-to-ceiling windows, and a cozy wood-burning fireplace. The recently updated chef's kitchen features a seamless flow to the dining room and outdoor patio. Custom European cabinetry with high-end amenities, granite countertops, a porcelain backsplash, and premium appliances (Wolf, Bosch, Sub-Zero + wine cooler) make this kitchen the ideal entertaining hub. The newly renovated primary bedroom suite is a true retreat, featuring a large walk-in closet, plus spa-like bath with radiant floor heating and thermostatic shower. This home features a rare second primary suite on the main level (also ideal for in-law or guests), complete with a walk-out patio, hot tub, spa bath, laundry, and kitchenette. Additional bedrooms provide ample space, large closets, and one with custom cabinetry, ideal for a home office. Finished basement with bar, 2 car detached garage, and 60 miles ton NYC
      Call Today: (203) 227-8424, (203) 247-5215, or  Email: Adriana Radu
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    Adriana C. Radu
    (203) 247-5215

    355 Riverside Ave, Westport, CT 06880, USA

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