Wealthwiserealty.com Search Results

$799,000

Discover a private Mid-Century Modern sanctuary tucked at the end of a cul-de-sac, approached by a quiet wooded lane and set on 2.68 private, rolling acres. Designed to embrace its natural setting, the upper-level living spaces were completely renovated in 2022, with soaring wood ceilings, oak hardwood floors, walls of glass, custom mahogany windows, a massive fireplace, and 2 sets of Andersen sliders opening to a huge deck overlooking lush perennial gardens and an in-ground pool. The show-stopping chef's kitchen features a Wolf induction range, undercounter oven, Bosch refrigerator, Electrolux dishwasher, custom granite countertops with bar seating and waterfall edge, and a 140-bottle wine refrigerator. Three spacious bedrooms with gorgeous wood ceilings are located on the garden level, including a primary bedroom with a beautiful built-in bookcase and sliders to a private outdoor garden area. A full bath and laundry area complete this level. The spectacular backyard features a gunite pool, lush landscaping, newly refinished expansive deck, and partially fenced grounds. Recent improvements include new lower-level flooring, ductless HVAC (2023), and a whole-house generator. Near the Ridgefield border in West Redding, with easy access to Route 7 and I-84, this exceptional property offers the perfect balance of privacy, natural beauty, and convenience. A truly remarkable home made for both entertaining and unwinding. Come experience it for yourself.

3 Beds ⋅ 1 Baths ⋅ 24191966 MLS

Discover a private Mid-Century Modern sanctuary tucked at the end of a cul-de-sac, approached by a quiet wooded lane and set on 2.68 private, rolling acres. Designed to embrace its natural setting, the upper-level living spaces were completely renovated in 2022, with soaring wood ceilings, oak hardwood floors, walls of glass, custom mahogany windows, a massive fireplace, and 2 sets of Andersen sliders opening to a huge deck overlooking lush perennial gardens and an in-ground pool. The show-stopping chef's kitchen features a Wolf induction range, undercounter oven, Bosch refrigerator, Electrolux dishwasher, custom granite countertops with bar seating and waterfall edge, and a 140-bottle wine refrigerator. Three spacious bedrooms with gorgeous wood ceilings are located on the garden level, including a primary bedroom with a beautiful built-in bookcase and sliders to a private outdoor garden area. A full bath and laundry area complete this level. The spectacular backyard features a gunite pool, lush landscaping, newly refinished expansive deck, and partially fenced grounds. Recent improvements include new lower-level flooring, ductless HVAC (2023), and a whole-house generator. Near the Ridgefield border in West Redding, with easy access to Route 7 and I-84, this exceptional property offers the perfect balance of privacy, natural beauty, and convenience. A truly remarkable home made for both entertaining and unwinding. Come experience it for yourself.

6 Great Pond Ln, Redding

$1,100,000

Beautiful and serene, this special property has been lovingly maintained by the same family for the past 37 years. Set on 6.18 picturesque acres in a desirable neighborhood surrounded by other expansive properties, the 4 bedroom, 3.5 bath home offers privacy, space, and a wonderful sense of tranquility. Well maintained throughout, the home features thoughtful updates, including a roof that is just 3 years old. With generous living spaces, a beautiful natural setting, and plenty of room to enjoy the outdoors, this property presents a wonderful opportunity to create your own lasting memories in a truly special setting.

4 Beds ⋅ 4 Baths ⋅ 24198160 MLS

Beautiful and serene, this special property has been lovingly maintained by the same family for the past 37 years. Set on 6.18 picturesque acres in a desirable neighborhood surrounded by other expansive properties, the 4 bedroom, 3.5 bath home offers privacy, space, and a wonderful sense of tranquility. Well maintained throughout, the home features thoughtful updates, including a roof that is just 3 years old. With generous living spaces, a beautiful natural setting, and plenty of room to enjoy the outdoors, this property presents a wonderful opportunity to create your own lasting memories in a truly special setting.

123 Cross Hwy, Redding

$549,000

If you want to enjoy all that Redding has to offer without the upkeep of a large home and expansive yard, this charming home may be just what you're looking for. Located in a quiet West Redding neighborhood, this home sits on an inviting corner lot and offers classic New England character throughout. As you enter through the enclosed front porch, you're welcomed by a wonderful sense of charm. The front door opens into the kitchen, which flows into a sun-filled, open-concept living and dining area featuring a fireplace and access to the rear deck overlooking the neighborhood. The first floor also includes a comfortable den and full bath. Upstairs, you'll find a primary bedroom with its own full bath, a second bedroom, and ample storage tucked into the eaves off the hallway. The lower level provides laundry, generous storage space, and a one-car garage. Whether you're looking to move right in or renovate and make the home your own, this property offers an appealing alternative to condominium living, with the privacy and character of a single-family home and far less maintenance than a larger Redding property. A great opportunity to enjoy Redding without taking on a large house and yard. Click on the link for the virtual tour.

2 Beds ⋅ 2 Baths ⋅ 24197883 MLS

If you want to enjoy all that Redding has to offer without the upkeep of a large home and expansive yard, this charming home may be just what you're looking for. Located in a quiet West Redding neighborhood, this home sits on an inviting corner lot and offers classic New England character throughout. As you enter through the enclosed front porch, you're welcomed by a wonderful sense of charm. The front door opens into the kitchen, which flows into a sun-filled, open-concept living and dining area featuring a fireplace and access to the rear deck overlooking the neighborhood. The first floor also includes a comfortable den and full bath. Upstairs, you'll find a primary bedroom with its own full bath, a second bedroom, and ample storage tucked into the eaves off the hallway. The lower level provides laundry, generous storage space, and a one-car garage. Whether you're looking to move right in or renovate and make the home your own, this property offers an appealing alternative to condominium living, with the privacy and character of a single-family home and far less maintenance than a larger Redding property. A great opportunity to enjoy Redding without taking on a large house and yard. Click on the link for the virtual tour.

19 Olmstead Rd, Redding

$1,495,000

Extraordinary, beautifully updated six-bedroom Colonial, where timeless architecture meets modern luxury. Set on an impressive 2.42-acre estate, this property offers a rare blend of privacy, scale, and refined presence creating a true retreat just moments from everyday conveniences. A sweeping wraparound driveway delivers a grand and memorable arrival, complementing the home's stately facade while providing ample parking in addition to the attached two-car garage perfectly suited for hosting guests and effortless daily living. Step inside to a gracious foyer adorned with refinished hardwood flooring that flows seamlessly throughout the main level, setting a warm yet sophisticated tone. The foyer opens into an elegant living room, where a classic fireplace anchors the space, offering both ambiance and timeless character. The home's thoughtfully designed open-concept layout effortlessly balances traditional charm with contemporary living, creating an inviting setting for both intimate moments and large-scale entertaining. At the heart of the home lies a stunning, fully updated kitchen designed to impress. Featuring sleek quartz countertops, stainless steel appliances, and beautifully refreshed cabinetry, this space delivers both style and functionality. The expansive eat-in area provides ample room for casual dining and transitions seamlessly to a large rear deck an ideal extension of the living space. Here, you can take in the beautiful scenic views.

6 Beds ⋅ 5 Baths ⋅ 24197397 MLS

Extraordinary, beautifully updated six-bedroom Colonial, where timeless architecture meets modern luxury. Set on an impressive 2.42-acre estate, this property offers a rare blend of privacy, scale, and refined presence creating a true retreat just moments from everyday conveniences. A sweeping wraparound driveway delivers a grand and memorable arrival, complementing the home's stately facade while providing ample parking in addition to the attached two-car garage perfectly suited for hosting guests and effortless daily living. Step inside to a gracious foyer adorned with refinished hardwood flooring that flows seamlessly throughout the main level, setting a warm yet sophisticated tone. The foyer opens into an elegant living room, where a classic fireplace anchors the space, offering both ambiance and timeless character. The home's thoughtfully designed open-concept layout effortlessly balances traditional charm with contemporary living, creating an inviting setting for both intimate moments and large-scale entertaining. At the heart of the home lies a stunning, fully updated kitchen designed to impress. Featuring sleek quartz countertops, stainless steel appliances, and beautifully refreshed cabinetry, this space delivers both style and functionality. The expansive eat-in area provides ample room for casual dining and transitions seamlessly to a large rear deck an ideal extension of the living space. Here, you can take in the beautiful scenic views.

12 Werf Dr, Redding

$799,000

Designed by acclaimed architect George Van Geldern, this exceptional mid-century modern residence is a rare opportunity to own an architecturally significant home that blends timeless design with its natural surroundings. Tucked away on a quiet cul-de-sac in one of Redding's most picturesque locations, 11 Fire Hill Lane is set on two private, park-like acres, offering the perfect balance of privacy, tranquility, and modern living. Just a 9-minute drive to the Redding Metro-North station, the home provides convenient access for commuters while maintaining the serenity of its secluded setting. Rich wood finishes, exposed beams, clean architectural lines, and expansive windows fill the home with natural light while framing the surrounding landscape. The thoughtfully designed floor plan creates a seamless connection between the indoors and nature. A striking Kiva-style fireplace and a cozy wood-burning stove serve as distinctive focal points, adding warmth, character, and authentic mid-century charm. The residence features four spacious bedrooms with optimal storage, two full bathrooms, one half bath, and a two-car garage, offering a layout suited everyday living and entertaining. The desirable first-floor primary suite includes a private en-suite bathroom, providing the convenience of one-level living. Outside, the spectacular two-acre property provides privacy surrounded by mature trees, two large sheds and room for a pool, presenting the opportunity to create your own oasis

4 Beds ⋅ 3 Baths ⋅ 24194618 MLS

Designed by acclaimed architect George Van Geldern, this exceptional mid-century modern residence is a rare opportunity to own an architecturally significant home that blends timeless design with its natural surroundings. Tucked away on a quiet cul-de-sac in one of Redding's most picturesque locations, 11 Fire Hill Lane is set on two private, park-like acres, offering the perfect balance of privacy, tranquility, and modern living. Just a 9-minute drive to the Redding Metro-North station, the home provides convenient access for commuters while maintaining the serenity of its secluded setting. Rich wood finishes, exposed beams, clean architectural lines, and expansive windows fill the home with natural light while framing the surrounding landscape. The thoughtfully designed floor plan creates a seamless connection between the indoors and nature. A striking Kiva-style fireplace and a cozy wood-burning stove serve as distinctive focal points, adding warmth, character, and authentic mid-century charm. The residence features four spacious bedrooms with optimal storage, two full bathrooms, one half bath, and a two-car garage, offering a layout suited everyday living and entertaining. The desirable first-floor primary suite includes a private en-suite bathroom, providing the convenience of one-level living. Outside, the spectacular two-acre property provides privacy surrounded by mature trees, two large sheds and room for a pool, presenting the opportunity to create your own oasis

11 Fire Hill Ln, Redding

$999,500

Privately set back from the road on 2.94 wooded acres, this spacious Redding Colonial offers versatile living space, treetop views, and a layout designed for both everyday comfort and entertaining. The light-filled main level features an inviting family room with a gas fireplace, built-ins, and French doors opening to a private deck and backyard. At the heart of the home, the eat-in kitchen includes a center island, butler's pantry, and casual dining area, while separate formal living and dining rooms provide additional space for gatherings. Upstairs, the primary bedroom includes a walk-in closet and a freshly renovated en suite bathroom. Three additional bedrooms and an expansive recreation room offer flexible space for a home office, playroom, or a media room. The finished walkout lower level provides even more living space, with a full bathroom, ample storage, a workshop area, and a separate room well suited for an office, gym, or hobby space. A large backyard deck and pergola ideal for entertaining complete the property. The home is located in a sought after location with close proximity to Huntington and Putnam Memorial State Parks.

4 Beds ⋅ 4 Baths ⋅ 24190805 MLS

Privately set back from the road on 2.94 wooded acres, this spacious Redding Colonial offers versatile living space, treetop views, and a layout designed for both everyday comfort and entertaining. The light-filled main level features an inviting family room with a gas fireplace, built-ins, and French doors opening to a private deck and backyard. At the heart of the home, the eat-in kitchen includes a center island, butler's pantry, and casual dining area, while separate formal living and dining rooms provide additional space for gatherings. Upstairs, the primary bedroom includes a walk-in closet and a freshly renovated en suite bathroom. Three additional bedrooms and an expansive recreation room offer flexible space for a home office, playroom, or a media room. The finished walkout lower level provides even more living space, with a full bathroom, ample storage, a workshop area, and a separate room well suited for an office, gym, or hobby space. A large backyard deck and pergola ideal for entertaining complete the property. The home is located in a sought after location with close proximity to Huntington and Putnam Memorial State Parks.

380 Black Rock Tpke, Redding

$1,329,000

The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous maintenance, and thoughtful updates throughout. Offering more than 4,100 square feet of living space, this distinguished 12 room residence features 5 bedrooms, 4 updated full baths, and an updated half bath. Details include the original historic front door, exposed beams, paned windows, hardwood floors, five fireplaces (one gas fireplace in the family room and four wood-burning fireplaces), and abundant natural light throughout. Designed for both elegant entertaining and comfortable everyday living, the home offers gracious living and dining spaces with exceptional versatility, including a private entrance to a potential home office, study, or guest suite with Jotul cast iron gas stove. The chef's kitchen serves as the heart of the home, featuring high-end appliances, modern finishes, a large center island, generous pantry with prep sink, additional refrigerator, and abundant workspace. The kitchen flows seamlessly to the expansive deck, creating a wonderful indoor-outdoor living experience.

5 Beds ⋅ 5 Baths ⋅ 24191583 MLS

The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous maintenance, and thoughtful updates throughout. Offering more than 4,100 square feet of living space, this distinguished 12 room residence features 5 bedrooms, 4 updated full baths, and an updated half bath. Details include the original historic front door, exposed beams, paned windows, hardwood floors, five fireplaces (one gas fireplace in the family room and four wood-burning fireplaces), and abundant natural light throughout. Designed for both elegant entertaining and comfortable everyday living, the home offers gracious living and dining spaces with exceptional versatility, including a private entrance to a potential home office, study, or guest suite with Jotul cast iron gas stove. The chef's kitchen serves as the heart of the home, featuring high-end appliances, modern finishes, a large center island, generous pantry with prep sink, additional refrigerator, and abundant workspace. The kitchen flows seamlessly to the expansive deck, creating a wonderful indoor-outdoor living experience.

286 Black Rock Tpke, Redding

$910,000

Nestled on a quiet residential loop in one of Redding's desirable neighborhoods, this beautifully maintained 4-bedroom, 3 full and 1 half bath center hall Colonial offers timeless design, generous living space, and a secluded setting surrounded by mature landscaping. The gracious floor plan begins with a large living room that flows seamlessly into the formal dining room, where dramatic floor-to-ceiling windows fill the space with natural light and provide beautiful views of the yard. The kitchen combines warmth and function with rich wood cabinetry, soapstone countertops, stainless steel appliances, a large eat-in area, and generous workspace for everyday living. A butler's pantry between the kitchen and dining room provides additional storage, a prep sink, a desk/work area. The inviting family room features a classic fireplace, an oversized picture window, and hardwood floors. A screened porch and expansive deck overlook the backyard, offering an ideal setting for outdoor dining, relaxing, or entertaining. A highlight - the bonus suite above the garage, featuring a full bath and walk-in closet. Ideal as an in-law or au pair suite, guest quarters, home office, or recreation room. Upstairs, the primary suite is complemented by three additional bedrooms, including one with a charming loft that creates a unique retreat for reading, play, or additional sleeping space. This exceptional Colonial offers flexible living spaces, comfort, and a peaceful setting.

4 Beds ⋅ 4 Baths ⋅ 24189421 MLS

Nestled on a quiet residential loop in one of Redding's desirable neighborhoods, this beautifully maintained 4-bedroom, 3 full and 1 half bath center hall Colonial offers timeless design, generous living space, and a secluded setting surrounded by mature landscaping. The gracious floor plan begins with a large living room that flows seamlessly into the formal dining room, where dramatic floor-to-ceiling windows fill the space with natural light and provide beautiful views of the yard. The kitchen combines warmth and function with rich wood cabinetry, soapstone countertops, stainless steel appliances, a large eat-in area, and generous workspace for everyday living. A butler's pantry between the kitchen and dining room provides additional storage, a prep sink, a desk/work area. The inviting family room features a classic fireplace, an oversized picture window, and hardwood floors. A screened porch and expansive deck overlook the backyard, offering an ideal setting for outdoor dining, relaxing, or entertaining. A highlight - the bonus suite above the garage, featuring a full bath and walk-in closet. Ideal as an in-law or au pair suite, guest quarters, home office, or recreation room. Upstairs, the primary suite is complemented by three additional bedrooms, including one with a charming loft that creates a unique retreat for reading, play, or additional sleeping space. This exceptional Colonial offers flexible living spaces, comfort, and a peaceful setting.

28 Winding Brook Ln, Redding

$1,150,000

Turn Key completely Renovated down to the studs! This 4-bed, 3.5-bath Cape Cod farm style home has 3400 SqFT.. New Roof, electrical, plumbing, HVAC & more! Entering notice a beautiful open floor plan w/ expansive natural light, w/ new hardwd floors through out. Main attraction.. the beautiful Kitchen! The white quartz countertops, waterfall island w/ plenty of seating, 2 tone color cabinets, VIKING appliances incl. oven/range-gas cooktop, hood, dishwasher & Refrigerator. Custom tile backsplash, under-cabinet lights, pot filler & abundant cabinetry... a chefs dream! Vaulted ceiling great/ dining room combo showcases exposed wood beams, recessed lighting & a floor to ceiling whitewashed brick fireplace. A huge flr plan where entertaining awaits! W/ 2 primary suites, including a mid-level grand suite w/ exterior access & potential in law! W/ a walk-in closet, private patio, freestanding soaking tub, custom tile waterfall shower w/ glass enclosure, high end faucets, mirrors and Kohler toilets. 2nd primary offers hardwd floors w/ a beautiful full bath w/ a tiled shower. Enjoy a covered trex deck overlooking yard. Upstairs bedroom has a private balcony overlooking the yard & pool, while 2nd bedroom shares a renovated full bath. The finished lower level provides additional living space, media/ Rec room w/ a pellet stove & ample storage. Amazing yard for hosting! Brand new white stone priv. driveway. Peace of mind living, quality craftsmanship w/ extensive updates! Don't miss out!

4 Beds ⋅ 4 Baths ⋅ 24186160 MLS

Turn Key completely Renovated down to the studs! This 4-bed, 3.5-bath Cape Cod farm style home has 3400 SqFT.. New Roof, electrical, plumbing, HVAC & more! Entering notice a beautiful open floor plan w/ expansive natural light, w/ new hardwd floors through out. Main attraction.. the beautiful Kitchen! The white quartz countertops, waterfall island w/ plenty of seating, 2 tone color cabinets, VIKING appliances incl. oven/range-gas cooktop, hood, dishwasher & Refrigerator. Custom tile backsplash, under-cabinet lights, pot filler & abundant cabinetry... a chefs dream! Vaulted ceiling great/ dining room combo showcases exposed wood beams, recessed lighting & a floor to ceiling whitewashed brick fireplace. A huge flr plan where entertaining awaits! W/ 2 primary suites, including a mid-level grand suite w/ exterior access & potential in law! W/ a walk-in closet, private patio, freestanding soaking tub, custom tile waterfall shower w/ glass enclosure, high end faucets, mirrors and Kohler toilets. 2nd primary offers hardwd floors w/ a beautiful full bath w/ a tiled shower. Enjoy a covered trex deck overlooking yard. Upstairs bedroom has a private balcony overlooking the yard & pool, while 2nd bedroom shares a renovated full bath. The finished lower level provides additional living space, media/ Rec room w/ a pellet stove & ample storage. Amazing yard for hosting! Brand new white stone priv. driveway. Peace of mind living, quality craftsmanship w/ extensive updates! Don't miss out!

33 Old Stagecoach Rd, Redding

$1,170,000

Classic New England charm meets modern luxury in this beautifully updated 1921 Colonial. Perfectly situated just minutes from the quaint Georgetown boutique shops , restaurants, and Route 7. Set on nearly half an acre lot, this home offers effortless living and entertaining inside and out. The heart of the home features a renovated eat-in kitchen with timeless marble countertops, a 4 seated island, and newer stainless-steel appliances. Entertain with ease in the formal dining room, unwind by the gas fireplace in the living room, or settle into the versatile sunroom - equally suited as a home office. Upstairs, the primary suite is a true sanctuary, complete with gas fireplace, a spacious walk-in closet and renovated spa-inspired bathroom with soaking tub. Two additional bedrooms and a well-appointed hall bath round out the second floor. The third level offers a wonderfully flexible carpeted family room - ideal as a playroom, media space, or guest retreat. Step outside to a stunning country backyard oasis with a fresh 1,200 square foot bluestone patio equipped with a built in DCS grill and cozy fire pit nook. With its flat, usable property, timeless architectural character, and every major update already done, this home is a rare find in one of Redding's most convenient locations.

4 Beds ⋅ 3 Baths ⋅ 24178497 MLS

Classic New England charm meets modern luxury in this beautifully updated 1921 Colonial. Perfectly situated just minutes from the quaint Georgetown boutique shops , restaurants, and Route 7. Set on nearly half an acre lot, this home offers effortless living and entertaining inside and out. The heart of the home features a renovated eat-in kitchen with timeless marble countertops, a 4 seated island, and newer stainless-steel appliances. Entertain with ease in the formal dining room, unwind by the gas fireplace in the living room, or settle into the versatile sunroom - equally suited as a home office. Upstairs, the primary suite is a true sanctuary, complete with gas fireplace, a spacious walk-in closet and renovated spa-inspired bathroom with soaking tub. Two additional bedrooms and a well-appointed hall bath round out the second floor. The third level offers a wonderfully flexible carpeted family room - ideal as a playroom, media space, or guest retreat. Step outside to a stunning country backyard oasis with a fresh 1,200 square foot bluestone patio equipped with a built in DCS grill and cozy fire pit nook. With its flat, usable property, timeless architectural character, and every major update already done, this home is a rare find in one of Redding's most convenient locations.

207 Redding Rd, Redding

$1,245,000

Private Cul-de-Sac Colonial on 2.95 Acres in Redding! Desirable custom-built Center Hall Colonial privately set at the end of a cul-de-sac abutting protected Green Acres land for exceptional privacy and natural beauty. Professionally landscaped with classic stone walls and mature trees, picturesque views of neighboring horse property and ample space for a pool and tennis court. A dramatic two-story foyer with custom crown molding sets the tone for the home's refined yet inviting interior. The formal living room boasts a wood-burning fireplace with marble surround. The formal dining room is enhanced by custom millwork, perfect for entertaining. The open floor plan flows effortlessly into the spacious kitchen and 2 family rooms, each with wood-burning fireplaces. The walk-out finished lower level provides additional living space ideal for a media room, home office, gym, or guest suite. Located in the sought-after town of Redding, known for preserving the tranquility and beauty of traditional New England countryside, this home offers both privacy and convenience. Redding boasts an award-winning school system and has twice been ranked the #1 small town by Connecticut Magazine. With easy access to I-95, I-84, the Merritt Parkway, Metro-North rail service to New York City, and major airports. 11 Long Meadow Lane is ideally positioned for both commuting and weekend living. The NY Times aptly describes Redding as "an upscale town with upcountry style.

4 Beds ⋅ 6 Baths ⋅ 24158172 MLS

Private Cul-de-Sac Colonial on 2.95 Acres in Redding! Desirable custom-built Center Hall Colonial privately set at the end of a cul-de-sac abutting protected Green Acres land for exceptional privacy and natural beauty. Professionally landscaped with classic stone walls and mature trees, picturesque views of neighboring horse property and ample space for a pool and tennis court. A dramatic two-story foyer with custom crown molding sets the tone for the home's refined yet inviting interior. The formal living room boasts a wood-burning fireplace with marble surround. The formal dining room is enhanced by custom millwork, perfect for entertaining. The open floor plan flows effortlessly into the spacious kitchen and 2 family rooms, each with wood-burning fireplaces. The walk-out finished lower level provides additional living space ideal for a media room, home office, gym, or guest suite. Located in the sought-after town of Redding, known for preserving the tranquility and beauty of traditional New England countryside, this home offers both privacy and convenience. Redding boasts an award-winning school system and has twice been ranked the #1 small town by Connecticut Magazine. With easy access to I-95, I-84, the Merritt Parkway, Metro-North rail service to New York City, and major airports. 11 Long Meadow Lane is ideally positioned for both commuting and weekend living. The NY Times aptly describes Redding as "an upscale town with upcountry style.

11 Long Meadow Ln, Redding

$1,099,000

Ideal setting and location! This spacious 12 room split level home tucked away on a country lane in the heart of Redding, offers the perfect blend of privacy, charm, and versatility. Set on 3.64 acres, this unique property features a spacious main residence with an open floor plan providing easy living, hardwood floors, an expansive primary suite, in-ground concrete pool, Ironwood deck, and peaceful wooded surroundings, creating an ideal setting for relaxing or entertaining. There are three levels of living with an additional finished area in the walk out basement. A detached two-car garage with space above provides excellent potential for guests, extended family, or a home office. This special property delivers the quintessential Redding lifestyle with easy access to commuting routes and nearby amenities.

4 Beds ⋅ 3 Baths ⋅ 24176689 MLS

Ideal setting and location! This spacious 12 room split level home tucked away on a country lane in the heart of Redding, offers the perfect blend of privacy, charm, and versatility. Set on 3.64 acres, this unique property features a spacious main residence with an open floor plan providing easy living, hardwood floors, an expansive primary suite, in-ground concrete pool, Ironwood deck, and peaceful wooded surroundings, creating an ideal setting for relaxing or entertaining. There are three levels of living with an additional finished area in the walk out basement. A detached two-car garage with space above provides excellent potential for guests, extended family, or a home office. This special property delivers the quintessential Redding lifestyle with easy access to commuting routes and nearby amenities.

16 Shady Ln, Redding

$1,675,000

***NEW PRICE*** $1,675,000! MORE HOUSE. MORE LAND. MORE PRIVACY. EXCEPTIONAL VALUE. If you've been searching Westchester or Fairfield County for a quintessential country estate that gives you substantial space without sacrificing access to the NYC metropolitan area, this exceptional custom built Redding Colonial deserves your attention. Offering 6,259 square feet, 2.72 private acres, 4 bedrooms, 4 full and 1 half baths, a 3-car attached garage, and a 5-bedroom septic system, this meticulously maintained single-owner home delivers an extraordinary amount of property and high-end living space for the price. And the location makes the lifestyle especially compelling: just 8 minutes to the Redding Metro-North station and a drive time of approximately 1 hour and 20 minutes to New York City. Enjoy the privacy, greenery, space, and tranquility of Fairfield County while remaining connected to NYC, Westchester, and the surrounding metropolitan area. Set privately on a cul-de-sac in desirable Gallows Hill, this classic New England Colonial has been meticulously maintained by its original owner and offers an ideal combination of timeless character and modern convenience. Inside, nine-foot ceilings, hardwood floors, generous room sizes, and flexible living spaces create an exceptional environment for both everyday life and entertaining.

4 Beds ⋅ 5 Baths ⋅ 24177771 MLS

***NEW PRICE*** $1,675,000! MORE HOUSE. MORE LAND. MORE PRIVACY. EXCEPTIONAL VALUE. If you've been searching Westchester or Fairfield County for a quintessential country estate that gives you substantial space without sacrificing access to the NYC metropolitan area, this exceptional custom built Redding Colonial deserves your attention. Offering 6,259 square feet, 2.72 private acres, 4 bedrooms, 4 full and 1 half baths, a 3-car attached garage, and a 5-bedroom septic system, this meticulously maintained single-owner home delivers an extraordinary amount of property and high-end living space for the price. And the location makes the lifestyle especially compelling: just 8 minutes to the Redding Metro-North station and a drive time of approximately 1 hour and 20 minutes to New York City. Enjoy the privacy, greenery, space, and tranquility of Fairfield County while remaining connected to NYC, Westchester, and the surrounding metropolitan area. Set privately on a cul-de-sac in desirable Gallows Hill, this classic New England Colonial has been meticulously maintained by its original owner and offers an ideal combination of timeless character and modern convenience. Inside, nine-foot ceilings, hardwood floors, generous room sizes, and flexible living spaces create an exceptional environment for both everyday life and entertaining.

2 Longwood Dr, Redding

$7,725,000

Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The main residence greets with a sweeping two story entry bathed in natural light, flanked by gracious formal living & dining rooms with fireplaces. The heart of the home, a chef's kitchen with custom cabinetry, high-end appliances, butler's pantry & French doors to an expansive terrace, seamlessly integrated with spectacular grounds. Additional main-level highlights include great room & study with fireplaces, steps from a serene covered porch; mudroom, full bath, & attached three-car garage. Upstairs, a primary suite sanctuary with fireplace, sitting room with wet bar, dressing room with custom cabinetry & spa-like bath with soaking tub & steam shower. Completing the 2nd floor, four additional bedrooms featuring en-suite baths & walk-in closets, family room and laundry. On the 3rd level, 2nd office, gym, half bath & ample storage. Elevator to wine cellar, home theater, billiards room & walkout au pair suite; commercial grade utilities & generator. Award-winning pool house, carriage house with in-law suite, heated gunite pool, spa & manicured grounds complete a remarkable legacy property.

7 Beds ⋅ 13 Baths ⋅ 24164249 MLS

Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The main residence greets with a sweeping two story entry bathed in natural light, flanked by gracious formal living & dining rooms with fireplaces. The heart of the home, a chef's kitchen with custom cabinetry, high-end appliances, butler's pantry & French doors to an expansive terrace, seamlessly integrated with spectacular grounds. Additional main-level highlights include great room & study with fireplaces, steps from a serene covered porch; mudroom, full bath, & attached three-car garage. Upstairs, a primary suite sanctuary with fireplace, sitting room with wet bar, dressing room with custom cabinetry & spa-like bath with soaking tub & steam shower. Completing the 2nd floor, four additional bedrooms featuring en-suite baths & walk-in closets, family room and laundry. On the 3rd level, 2nd office, gym, half bath & ample storage. Elevator to wine cellar, home theater, billiards room & walkout au pair suite; commercial grade utilities & generator. Award-winning pool house, carriage house with in-law suite, heated gunite pool, spa & manicured grounds complete a remarkable legacy property.

206 Umpawaug Rd, Redding

$1,325,000

You will take a deep breath as soon as you drive through the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted by a large antique barn for storing Animals/Cars/Toys. driving down the driveway you see the large colonial farmhouse with expansive front porch 5 bedroom and 4 full baths. The flexible open floor allows for easy daily life as well as being great for entertaining. Kitchen has a huge pantry and large island overlooking a stone fireplace in Living room and dining area. 1st floor ensuite with entrance to front porch(Could be great for in-law, nanny or office.) A Large mudroom leads to an oversized 3 car garage. There is a huge playroom over the 3 car garage. The large patio is a great spot to sun or watch nature. Miles of hiking trails are steps from the front door. The house has a large walk up attic for storage in addition to the 2000 unfinished sq ft in basement with walkout utility garage door.

5 Beds ⋅ 4 Baths ⋅ 24175555 MLS

You will take a deep breath as soon as you drive through the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted by a large antique barn for storing Animals/Cars/Toys. driving down the driveway you see the large colonial farmhouse with expansive front porch 5 bedroom and 4 full baths. The flexible open floor allows for easy daily life as well as being great for entertaining. Kitchen has a huge pantry and large island overlooking a stone fireplace in Living room and dining area. 1st floor ensuite with entrance to front porch(Could be great for in-law, nanny or office.) A Large mudroom leads to an oversized 3 car garage. There is a huge playroom over the 3 car garage. The large patio is a great spot to sun or watch nature. Miles of hiking trails are steps from the front door. The house has a large walk up attic for storage in addition to the 2000 unfinished sq ft in basement with walkout utility garage door.

28 Goodridge Rd, Redding

$1,295,000

Exceptional opportunity for today's buyer! Tucked away in a private, yet neighborhood-like setting, the craftsmanship and beauty of this custom colonial reveals itself the moment you walk through the door. Seamless flow, a sprawling primary suite with fireplace, private office with built-ins and French doors that lead to a porch, as well as a finished basement are just a few of the features that make this home so special. The open-concept kitchen serves as the centerpiece of the home, connecting to the main living areas, including a sun-filled breakfast room, formal dining room, spacious family room, living room, private office, and two powder rooms-perfectly suited for both everyday living and effortless entertaining. The upper level features an expansive primary suite with private sitting room, walk-in closet and a bright, en-suite bath. The additional bedrooms are generously sized and share Jack-and-Jill or en-suite bath configurations. The beautifully designed stone patio and outdoor living area create an inviting space for entertaining and the walk-up attic presents additional storage and opportunity for future customization. With its expansive layout showcasing generously proportioned rooms, custom craftsmanship, and exceptional indoor-outdoor living, this home has so much to offer.

5 Beds ⋅ 5 Baths ⋅ 24167807 MLS

Exceptional opportunity for today's buyer! Tucked away in a private, yet neighborhood-like setting, the craftsmanship and beauty of this custom colonial reveals itself the moment you walk through the door. Seamless flow, a sprawling primary suite with fireplace, private office with built-ins and French doors that lead to a porch, as well as a finished basement are just a few of the features that make this home so special. The open-concept kitchen serves as the centerpiece of the home, connecting to the main living areas, including a sun-filled breakfast room, formal dining room, spacious family room, living room, private office, and two powder rooms-perfectly suited for both everyday living and effortless entertaining. The upper level features an expansive primary suite with private sitting room, walk-in closet and a bright, en-suite bath. The additional bedrooms are generously sized and share Jack-and-Jill or en-suite bath configurations. The beautifully designed stone patio and outdoor living area create an inviting space for entertaining and the walk-up attic presents additional storage and opportunity for future customization. With its expansive layout showcasing generously proportioned rooms, custom craftsmanship, and exceptional indoor-outdoor living, this home has so much to offer.

281 Newtown Tpke, Redding

$749,000

Don't miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highways and shopping. The welcoming entry hall opens into the inviting light filled living room with a fireplace surrounded with extensive built-in bookcases. Step up to the sunny dining room with built-in corner cabinet, slider to the newer deck and entrance into the eat-in kitchen with ample cabinets and small hallway with access to a powder room and the oversized 2-car garage. Upstairs is the grand primary bedroom with 3 closets and a beautifully remodeled primary bath. There are 3 other bedrooms, all with excellent closets and a hall tub bath. The lower level includes a comfortable family room with a second fireplace and new slider to a patio. The rest of the remodeled walk out basement includes the laundry room, half bath and storage room. Built in 1969, this attractive colonial awaits a few of your personal touches but boasts so many improvements: SEE JULY 2026 IMPROVEMENTS in Documents! Also newer windows, new wood floors on the main level and 2 bedrooms, new hot water heater, and more. See the full list in documents. A SPECIAL HOME AWAITS! PLEASE NOTE: SELLER'S ATTORNEY PREFERS TO USE OWN CONTRACT; SO PLEASE USE THE PLAIN LANGUAGE OFFER IN DOCUMENTS (3rd in the order)

4 Beds ⋅ 4 Baths ⋅ 24149260 MLS

Don't miss the opportunity to live in this special well cared for 8 room Colonial tucked away on 2.93 very private low maintenance acres on sought after Umpawaug Rd, so convenient to Topstone Park, the NY Metro train, walking distance to New Pond Farm, and close to commuting highways and shopping. The welcoming entry hall opens into the inviting light filled living room with a fireplace surrounded with extensive built-in bookcases. Step up to the sunny dining room with built-in corner cabinet, slider to the newer deck and entrance into the eat-in kitchen with ample cabinets and small hallway with access to a powder room and the oversized 2-car garage. Upstairs is the grand primary bedroom with 3 closets and a beautifully remodeled primary bath. There are 3 other bedrooms, all with excellent closets and a hall tub bath. The lower level includes a comfortable family room with a second fireplace and new slider to a patio. The rest of the remodeled walk out basement includes the laundry room, half bath and storage room. Built in 1969, this attractive colonial awaits a few of your personal touches but boasts so many improvements: SEE JULY 2026 IMPROVEMENTS in Documents! Also newer windows, new wood floors on the main level and 2 bedrooms, new hot water heater, and more. See the full list in documents. A SPECIAL HOME AWAITS! PLEASE NOTE: SELLER'S ATTORNEY PREFERS TO USE OWN CONTRACT; SO PLEASE USE THE PLAIN LANGUAGE OFFER IN DOCUMENTS (3rd in the order)

268 Umpawaug Rd, Redding

$1,395,000

Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer and grand staircase. The custom Clark Construction kitchen, enhanced in 2023, features dual full-size Thermador ovens, Sub-Zero refrigerator, quartz countertops, expansive island, and butler's pantry with additional Sub-Zero, opening to a sun-filled great room w/stone fireplace and wall of windows overlooking private, level grounds. Seamless indoor-outdoor living extends to an expansive deck surrounded by mature landscaping and stone walls. The main level includes a flexible private office suite with multiple entrances, sitting area, bedroom, and full bath, ideal for guests or multigenerational living. Upstairs, the primary suite offers a sitting area, dual-sided fireplace, automated blackout shades, 2 walk-in closets, and spa bath w/steam shower and soaking tub. A secondary suite and 2 additional bedrooms with Jack-and-Jill bath complete the upper level. The walk-out lower level features gym, theater, billiards, and studio space. Notable upgrades include a 26kW generator, new roof (2024), updated HVAC (2025), EV charging, and fully integrated smart home system. Moments to Joel Barlow High School with convenient commuter access, this property offers refined country living with modern luxury.

5 Beds ⋅ 6 Baths ⋅ 24161725 MLS

Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer and grand staircase. The custom Clark Construction kitchen, enhanced in 2023, features dual full-size Thermador ovens, Sub-Zero refrigerator, quartz countertops, expansive island, and butler's pantry with additional Sub-Zero, opening to a sun-filled great room w/stone fireplace and wall of windows overlooking private, level grounds. Seamless indoor-outdoor living extends to an expansive deck surrounded by mature landscaping and stone walls. The main level includes a flexible private office suite with multiple entrances, sitting area, bedroom, and full bath, ideal for guests or multigenerational living. Upstairs, the primary suite offers a sitting area, dual-sided fireplace, automated blackout shades, 2 walk-in closets, and spa bath w/steam shower and soaking tub. A secondary suite and 2 additional bedrooms with Jack-and-Jill bath complete the upper level. The walk-out lower level features gym, theater, billiards, and studio space. Notable upgrades include a 26kW generator, new roof (2024), updated HVAC (2025), EV charging, and fully integrated smart home system. Moments to Joel Barlow High School with convenient commuter access, this property offers refined country living with modern luxury.

74 Black Rock Tpke, Redding

$7,400,000

Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style 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 awaits in this extraordinary estate!

7 Beds ⋅ 7 Baths ⋅ 24144503 MLS

Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style 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 awaits in this extraordinary estate!

63 Turney Rd, Redding