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This unique property offers the perfect blend of living, working and investing in a picturesque and convenient setting. For 15 years, the current owner has enjoyed a seamless "work from home" lifestyle, with a spacious upstairs apartment above the main building and store. The property also includes a separate retail cottage, ideal for generating rental income or expanding your business operations. With two commercial retail lots sold as one parcel, the property offers endless possibilities. The main building and retail cottage are perfect for businesses such as a shop, restaurant, pub, gourmet market, coffee shop, brewery, garden center, florist, wellness center, therapist office, physical training studio, ice cream shop, or even an AirBnb rental. The versatility of this property makes it a rare find. Located in a prime transit-oriented district, the property is directly across from the Redding Train Station and within walking distance of the Post Office and a shopping center featuring a pizza parlor, liquor store, hair salon and more. A feasibility study is available for CT 8-30g Affordable Housing with potential for 7-15 apartment units or up to 25 units with a clubhouse, making it an excellent investment opportunity. Impeccably maintained, the property features multiple patios, lush gardens, and ample parking. The current business, Fleur De Lis Antiques and Design, is available for purchase. This one of a kind property is ready to bring your vision to life.

4 Beds ⋅ 5 Baths ⋅ 24178330 MLS

This unique property offers the perfect blend of living, working and investing in a picturesque and convenient setting. For 15 years, the current owner has enjoyed a seamless "work from home" lifestyle, with a spacious upstairs apartment above the main building and store. The property also includes a separate retail cottage, ideal for generating rental income or expanding your business operations. With two commercial retail lots sold as one parcel, the property offers endless possibilities. The main building and retail cottage are perfect for businesses such as a shop, restaurant, pub, gourmet market, coffee shop, brewery, garden center, florist, wellness center, therapist office, physical training studio, ice cream shop, or even an AirBnb rental. The versatility of this property makes it a rare find. Located in a prime transit-oriented district, the property is directly across from the Redding Train Station and within walking distance of the Post Office and a shopping center featuring a pizza parlor, liquor store, hair salon and more. A feasibility study is available for CT 8-30g Affordable Housing with potential for 7-15 apartment units or up to 25 units with a clubhouse, making it an excellent investment opportunity. Impeccably maintained, the property features multiple patios, lush gardens, and ample parking. The current business, Fleur De Lis Antiques and Design, is available for purchase. This one of a kind property is ready to bring your vision to life.

4 Long Ridge Rd, Redding

$1,395,000

This unique property offers the perfect blend of living, working and investing in a picturesque and convenient setting. For 15 years, the current owner has enjoyed a seamless "work from home" lifestyle, with a spacious upstairs apartment above the main building and store. The property also includes a separate retail cottage, ideal for generating rental income or expanding your business operations. With two commercial retail lots sold as one parcel, the property offers endless possibilities. The main building and retail cottage are perfect for businesses such as a shop, restaurant, pub, gourmet market, coffee shop, brewery, garden center, florist, wellness center, therapist office, physical training studio, ice cream shop, or even an AirBnb rental. The versatility of this property makes it a rare find. Located in a prime transit-oriented district, the property is directly across from the Redding Train Station and within walking distance of the Post Office and a shopping center featuring a pizza parlor, liquor store, hair salon and more. A feasibility study is available for CT 8-30g Affordable Housing with potential for 7-15 apartment units or up to 25 units with a clubhouse, making it an excellent investment opportunity. Impeccably maintained, the property features multiple patios, lush gardens, and ample parking. The current business, Fleur De Lis Antiques and Design, is available for purchase. This one of a kind property is ready to bring your vision to life.

5 Baths ⋅ 24176254 MLS

This unique property offers the perfect blend of living, working and investing in a picturesque and convenient setting. For 15 years, the current owner has enjoyed a seamless "work from home" lifestyle, with a spacious upstairs apartment above the main building and store. The property also includes a separate retail cottage, ideal for generating rental income or expanding your business operations. With two commercial retail lots sold as one parcel, the property offers endless possibilities. The main building and retail cottage are perfect for businesses such as a shop, restaurant, pub, gourmet market, coffee shop, brewery, garden center, florist, wellness center, therapist office, physical training studio, ice cream shop, or even an AirBnb rental. The versatility of this property makes it a rare find. Located in a prime transit-oriented district, the property is directly across from the Redding Train Station and within walking distance of the Post Office and a shopping center featuring a pizza parlor, liquor store, hair salon and more. A feasibility study is available for CT 8-30g Affordable Housing with potential for 7-15 apartment units or up to 25 units with a clubhouse, making it an excellent investment opportunity. Impeccably maintained, the property features multiple patios, lush gardens, and ample parking. The current business, Fleur De Lis Antiques and Design, is available for purchase. This one of a kind property is ready to bring your vision to life.

4 Long Ridge Rd, 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

$499,000

Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

24172380 MLS

Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

65 Umpawaug Rd, Redding

$900,000

Exceptional land on scenic Umpawaug Rd. House site overlooks spectacular quartz quarry to the rear with panoramic views to the front. Perfect for breathtaking hideaway in the country. Owner/architect can design and build to suit. Additional land available. Owner/agent

24172383 MLS

Exceptional land on scenic Umpawaug Rd. House site overlooks spectacular quartz quarry to the rear with panoramic views to the front. Perfect for breathtaking hideaway in the country. Owner/architect can design and build to suit. Additional land available. Owner/agent

67 Umpawaug Rd, Redding

$649,000

NEW AGRESSIVE PRICE! 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 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 two story 2-car garage. Upstairs is the grand primary bedroom with 3 closets and a 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 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 including NEW ROOF 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 (7th in the order)

4 Beds ⋅ 4 Baths ⋅ 24149260 MLS

NEW AGRESSIVE PRICE! 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 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 two story 2-car garage. Upstairs is the grand primary bedroom with 3 closets and a 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 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 including NEW ROOF 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 (7th 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

$615,000

Beautiful, subdividable building lot in highly sought West Redding. Peaceful cul-de-sac lined with well-maintained single family homes. Highly desirable area. Centrally located, minutes from Redding Elementary School, Redding Country Club, Community Center, Town Hall and Emergency Services. Newly surveyed with fresh markers. Number of lots subject to Town Approval. Additional Land available. Owner Agent.

24100667 MLS

Beautiful, subdividable building lot in highly sought West Redding. Peaceful cul-de-sac lined with well-maintained single family homes. Highly desirable area. Centrally located, minutes from Redding Elementary School, Redding Country Club, Community Center, Town Hall and Emergency Services. Newly surveyed with fresh markers. Number of lots subject to Town Approval. Additional Land available. Owner Agent.

24 Costa Ln, Redding

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