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Welcome Home to this inviting five-bedroom, three-full-bath Colonial set on 2.15 peaceful, lush acres in sought-after Southwest Redding. Hardwood floors throughout the main level and abundant natural light complement a flexible floor plan. The spacious living and dining area is a standout, with a vaulted ceiling, skylights, and brick wood-burning fireplace creating an open and airy gathering space. The updated kitchen offers extensive cabinetry, granite counters, stainless steel appliances, and casual dining. A comfortable family room opens to the outdoors. The main-level primary bedroom features its own private full bath, while a second full bath serves this level. Upstairs are four additional bedrooms and a full hall bath. Enjoy the beautiful setting from the screened porch and adjoining brick patio, surrounded by mature trees, gardens, stonework, and natural rock outcroppings. Central air, an unfinished lower level, and two-car garage complete the home. Ideally located with access to the Lincoln Selleck Trail just across the street, connecting to more than 200 acres of preserved open space and miles of walking trails, plus convenient access to Branchville, Georgetown, and the vibrant town centers of Ridgefield and Wilton. Welcome Home!

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24202631 MLS

Welcome Home to this inviting five-bedroom, three-full-bath Colonial set on 2.15 peaceful, lush acres in sought-after Southwest Redding. Hardwood floors throughout the main level and abundant natural light complement a flexible floor plan. The spacious living and dining area is a standout, with a vaulted ceiling, skylights, and brick wood-burning fireplace creating an open and airy gathering space. The updated kitchen offers extensive cabinetry, granite counters, stainless steel appliances, and casual dining. A comfortable family room opens to the outdoors. The main-level primary bedroom features its own private full bath, while a second full bath serves this level. Upstairs are four additional bedrooms and a full hall bath. Enjoy the beautiful setting from the screened porch and adjoining brick patio, surrounded by mature trees, gardens, stonework, and natural rock outcroppings. Central air, an unfinished lower level, and two-car garage complete the home. Ideally located with access to the Lincoln Selleck Trail just across the street, connecting to more than 200 acres of preserved open space and miles of walking trails, plus convenient access to Branchville, Georgetown, and the vibrant town centers of Ridgefield and Wilton. Welcome Home!

85 Mountain Rd, Redding

$1,150,000

seller offers price adjustment to 1,150,000 due to the higher mortgage rates in the market. This is a lovingly lived-in sprawling custom build 4,614sf ranch with 5 bedrooms and 3 and 1 half baths with an oversized 3 car garage on a lush bucolic private 2.38 lot . You have such a generous amount of space with this home as 3,600sf plus is on the main first floor, making living easy step in and enjoy the whole homes expanse. Indeed the primary suite is on the main level as are the 4 bedrooms. This homes notable features include an expansive interior upper balcony leading into the huge 1,000sf plus hardwood floor finished upper story over the expanded 3 car garage, also included on the upper level second floor is an unfinished 2,400plus attic, with lots of potential and a great deal of storage. The home also boasts a raised 2,000sf plus walk out basement with extra large over head access for all garden and outdoor equipment, also a generous amount of space and storage. Making this your family's home offers an incredible opportunity for an abundance of wonderful space and privacy. Excellent Commute only 2 miles to the west Redding metro north train station. Excellent schools, easy shopping up and down route 7 & 53 Come and See , owner selling as is, if you like space and easy 1st floor living you'll love this home with all it's added potential.

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24204798 MLS

seller offers price adjustment to 1,150,000 due to the higher mortgage rates in the market. This is a lovingly lived-in sprawling custom build 4,614sf ranch with 5 bedrooms and 3 and 1 half baths with an oversized 3 car garage on a lush bucolic private 2.38 lot . You have such a generous amount of space with this home as 3,600sf plus is on the main first floor, making living easy step in and enjoy the whole homes expanse. Indeed the primary suite is on the main level as are the 4 bedrooms. This homes notable features include an expansive interior upper balcony leading into the huge 1,000sf plus hardwood floor finished upper story over the expanded 3 car garage, also included on the upper level second floor is an unfinished 2,400plus attic, with lots of potential and a great deal of storage. The home also boasts a raised 2,000sf plus walk out basement with extra large over head access for all garden and outdoor equipment, also a generous amount of space and storage. Making this your family's home offers an incredible opportunity for an abundance of wonderful space and privacy. Excellent Commute only 2 miles to the west Redding metro north train station. Excellent schools, easy shopping up and down route 7 & 53 Come and See , owner selling as is, if you like space and easy 1st floor living you'll love this home with all it's added potential.

121 Picketts Ridge Rd, Redding

$689,000

Designed for effortless living, this four-bedroom Colonial is ideally situated on a sought-after cul-de-sac with easy access to nature trails. Thoughtfully updated with over $100,000 in recent improvements, including a newer roof, new heating system, propane tank, IBC furnace, hot water tank, whole-house generator, fresh interior and exterior paint, and a newly renovated screened porch. This exceptional residence offers comfort, convenience, and peace of mind. The dramatic Great Room, with its soaring ceiling and abundant natural light, anchors the home alongside an elegant Formal Dining Room, while the spacious, functional Kitchen with breakfast area presents an exciting opportunity to create a beautifully renovated space tailored to your personal style and needs. Several versatile spaces throughout the home offer exceptional flexibility for today's lifestyle, with possibilities for a home office, gym, playroom, or additional living space. A two-car garage and expansive gravel driveway provide ample parking. With its desirable setting, substantial recent updates, expansive outdoor space, and room to add your own vision, this is a wonderful opportunity to make a special Redding property truly your own. Home is sold "as is".

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192332 MLS

Designed for effortless living, this four-bedroom Colonial is ideally situated on a sought-after cul-de-sac with easy access to nature trails. Thoughtfully updated with over $100,000 in recent improvements, including a newer roof, new heating system, propane tank, IBC furnace, hot water tank, whole-house generator, fresh interior and exterior paint, and a newly renovated screened porch. This exceptional residence offers comfort, convenience, and peace of mind. The dramatic Great Room, with its soaring ceiling and abundant natural light, anchors the home alongside an elegant Formal Dining Room, while the spacious, functional Kitchen with breakfast area presents an exciting opportunity to create a beautifully renovated space tailored to your personal style and needs. Several versatile spaces throughout the home offer exceptional flexibility for today's lifestyle, with possibilities for a home office, gym, playroom, or additional living space. A two-car garage and expansive gravel driveway provide ample parking. With its desirable setting, substantial recent updates, expansive outdoor space, and room to add your own vision, this is a wonderful opportunity to make a special Redding property truly your own. Home is sold "as is".

31 Granite Ridge Rd, Redding

$699,999

Lovely 3-bedroom, 2-bath home nestled on 2.44 private acres in desirable Redding. Offering a wonderful blend of character, space, and potential, this property is ready for your finishing touches and personal vision. The inviting living space features a fireplace, while the circular driveway provides convenient access and plenty of parking. Adding to the appeal is a separate cottage located on the property, offering exciting possibilities as an artist's retreat, private studio, workshop, home office, or creative space. Surrounded by mature trees and a peaceful natural setting, the property provides privacy while still offering convenient access to everything the area has to offer. A unique opportunity to create something truly special in one of Fairfield County's most charming communities. Bring your ideas and discover the possibilities at 22 Great Pasture Road. A must-see!

3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24202113 MLS

Lovely 3-bedroom, 2-bath home nestled on 2.44 private acres in desirable Redding. Offering a wonderful blend of character, space, and potential, this property is ready for your finishing touches and personal vision. The inviting living space features a fireplace, while the circular driveway provides convenient access and plenty of parking. Adding to the appeal is a separate cottage located on the property, offering exciting possibilities as an artist's retreat, private studio, workshop, home office, or creative space. Surrounded by mature trees and a peaceful natural setting, the property provides privacy while still offering convenient access to everything the area has to offer. A unique opportunity to create something truly special in one of Fairfield County's most charming communities. Bring your ideas and discover the possibilities at 22 Great Pasture Road. A must-see!

22 Great Pasture Rd, Redding

$849,000

Welcome to this beautifully maintained 4-bedroom, 2.5-bath home nestled on a peaceful cul-de-sac in desirable West Redding. Set on 2.05 gorgeous acres surrounded by mature trees, this property offers a wonderful combination of privacy, space, and natural beauty. Offering timeless Colonial charm with stylish updates and comfortable modern living, this exceptional property is truly move-in ready. The home boasts hardwood floors throughout creating a warm and elegant flow from room to room. Spacious living areas are perfect for both everyday living and entertaining, with a beautiful fireplace providing a warm and welcoming focal point. The updated kitchen offers a fresh, modern feel, while the updated bathrooms add style and convenience. A wonderful three-season room extends the living space and provides the perfect spot to relax, enjoy morning coffee, or take in the peaceful surroundings. Step outside onto the large deck, ideal for summer entertaining, outdoor dining, or simply enjoying the tranquil setting. Upstairs, four spacious bedrooms provide plenty of room for family, guests, or a home office. The primary bedroom offers a comfortable private retreat, while the additional bedrooms provide flexibility for a variety of needs. Set in the scenic and sought-after town of Redding, this beautiful home combines classic Colonial character with thoughtful updates and exceptional indoor-outdoor living.

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24199054 MLS

Welcome to this beautifully maintained 4-bedroom, 2.5-bath home nestled on a peaceful cul-de-sac in desirable West Redding. Set on 2.05 gorgeous acres surrounded by mature trees, this property offers a wonderful combination of privacy, space, and natural beauty. Offering timeless Colonial charm with stylish updates and comfortable modern living, this exceptional property is truly move-in ready. The home boasts hardwood floors throughout creating a warm and elegant flow from room to room. Spacious living areas are perfect for both everyday living and entertaining, with a beautiful fireplace providing a warm and welcoming focal point. The updated kitchen offers a fresh, modern feel, while the updated bathrooms add style and convenience. A wonderful three-season room extends the living space and provides the perfect spot to relax, enjoy morning coffee, or take in the peaceful surroundings. Step outside onto the large deck, ideal for summer entertaining, outdoor dining, or simply enjoying the tranquil setting. Upstairs, four spacious bedrooms provide plenty of room for family, guests, or a home office. The primary bedroom offers a comfortable private retreat, while the additional bedrooms provide flexibility for a variety of needs. Set in the scenic and sought-after town of Redding, this beautiful home combines classic Colonial character with thoughtful updates and exceptional indoor-outdoor living.

15 Fire Hill Ln, Redding

$499,900

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 ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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

$500

There is a 1 Bay garage and a dry storage area. They can be rented together or separately

ACTIVE Status ⋅ 24197260 MLS

There is a 1 Bay garage and a dry storage area. They can be rented together or separately

96 Portland Ave, Redding

$2,600

Be pleasantly surprised as you step into this spacious studio apartment set above a three-car garage. The thoughtfully designed contemporary space features an open floor plan, soaring ceilings, and expansive windows that bathe the interior in natural light. Enjoy the perfect balance of convenience and tranquility-privately tucked away down a long driveway, offering a quiet retreat with beautiful, secluded surroundings. Overlooking picturesque grounds, the setting feels peaceful and removed, yet remains just moments from the center of Redding, making it as convenient as it is serene. There is a full washer and dryer included and a one car bay for garage parking. There is extra storage in garage if needed

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24195655 MLS

Be pleasantly surprised as you step into this spacious studio apartment set above a three-car garage. The thoughtfully designed contemporary space features an open floor plan, soaring ceilings, and expansive windows that bathe the interior in natural light. Enjoy the perfect balance of convenience and tranquility-privately tucked away down a long driveway, offering a quiet retreat with beautiful, secluded surroundings. Overlooking picturesque grounds, the setting feels peaceful and removed, yet remains just moments from the center of Redding, making it as convenient as it is serene. There is a full washer and dryer included and a one car bay for garage parking. There is extra storage in garage if needed

150 A Lonetown Rd, Redding

$384,900

NEW PRICE - $384,900! OWNER WILL CONSIDER RENTING! Enjoy the best of both worlds in this charming, sun-filled condo in Georgetown, Redding- offering a peaceful setting with easy access to neighboring Fairfield County towns. Walk to the center of Georgetown, 5 miles from Ridgefield Center and 6 miles from Wilton Center, this location puts shopping, dining, and charming downtown destinations within easy reach. Inside you'll find an inviting floor plan, soaring vaulted ceilings, natural light, and a generously sized loft with endless possibilities for a gym, office, or a dedicated sleeping area with added separation for greater privacy. Thoughtful updates include newer flooring, appliances, heating system,electric heat pump, and hot water heater-making the move in ready with peace of mind. There is plenty of space to design this cozy unit around your needs. Don't overlook this Georgetown gem!

1 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24194246 MLS ⋅ Georgetown Place BLDG.

NEW PRICE - $384,900! OWNER WILL CONSIDER RENTING! Enjoy the best of both worlds in this charming, sun-filled condo in Georgetown, Redding- offering a peaceful setting with easy access to neighboring Fairfield County towns. Walk to the center of Georgetown, 5 miles from Ridgefield Center and 6 miles from Wilton Center, this location puts shopping, dining, and charming downtown destinations within easy reach. Inside you'll find an inviting floor plan, soaring vaulted ceilings, natural light, and a generously sized loft with endless possibilities for a gym, office, or a dedicated sleeping area with added separation for greater privacy. Thoughtful updates include newer flooring, appliances, heating system,electric heat pump, and hot water heater-making the move in ready with peace of mind. There is plenty of space to design this cozy unit around your needs. Don't overlook this Georgetown gem!

56 Portland Ave Unit 3, Redding

$1,297,500

Timeless New England Charm. Exceptional Outdoor Living. Tucked into 2.37 acres of beautifully established, park-like grounds, this distinctive Redding residence offers a captivating blend of historic character, modern comfort, and inviting indoor-outdoor living. Light-filled rooms, exposed beams, hardwood floors, and five fireplaces create warmth and character throughout. An updated chef's kitchen and adjoining family room open to a deck nestled among the trees, while gracious gathering spaces invite everything from quiet evenings to lively celebrations. Outdoors, mature trees, sweeping lawns, stone walls, and winding brick walkways create a picturesque retreat. A spectacular 1,000-square-foot stone terrace with a working fireplace offers an unforgettable setting for dining, entertaining, and enjoying the changing seasons. With five bedrooms, four and a half updated baths, and more than 4,100 square feet, the home offers exceptional versatility, including a separate entrance ideal for a private home office or study. Known as the Rebecca Denison Homestead, the property's history dates to 1708, with the present Greek Revival residence built in 1824. Nestled in scenic Fairfield County, Redding offers natural beauty, preserved open spaces, highly regarded schools, and a peaceful country lifestyle within convenient reach of New York City.

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24191583 MLS

Timeless New England Charm. Exceptional Outdoor Living. Tucked into 2.37 acres of beautifully established, park-like grounds, this distinctive Redding residence offers a captivating blend of historic character, modern comfort, and inviting indoor-outdoor living. Light-filled rooms, exposed beams, hardwood floors, and five fireplaces create warmth and character throughout. An updated chef's kitchen and adjoining family room open to a deck nestled among the trees, while gracious gathering spaces invite everything from quiet evenings to lively celebrations. Outdoors, mature trees, sweeping lawns, stone walls, and winding brick walkways create a picturesque retreat. A spectacular 1,000-square-foot stone terrace with a working fireplace offers an unforgettable setting for dining, entertaining, and enjoying the changing seasons. With five bedrooms, four and a half updated baths, and more than 4,100 square feet, the home offers exceptional versatility, including a separate entrance ideal for a private home office or study. Known as the Rebecca Denison Homestead, the property's history dates to 1708, with the present Greek Revival residence built in 1824. Nestled in scenic Fairfield County, Redding offers natural beauty, preserved open spaces, highly regarded schools, and a peaceful country lifestyle within convenient reach of New York City.

286 Black Rock Tpke, Redding

$50,000

Nestled in a peaceful setting, this lightly wooded property offers an ideal blend of privacy, natural beauty, and everyday convenience. With approximately 150 feet of road frontage and R-2 zoning, this property presents a wonderful opportunity to bring your vision to life. Enjoy the serenity of country living while remaining just minutes from shopping, dining, parks, schools, and commuter routes. Private well and septic required. Buyers to verify all information independently.

ACTIVE Status ⋅ 24188701 MLS

Nestled in a peaceful setting, this lightly wooded property offers an ideal blend of privacy, natural beauty, and everyday convenience. With approximately 150 feet of road frontage and R-2 zoning, this property presents a wonderful opportunity to bring your vision to life. Enjoy the serenity of country living while remaining just minutes from shopping, dining, parks, schools, and commuter routes. Private well and septic required. Buyers to verify all information independently.

14 W Woodland Dr, Redding

$975,000

Listing is for 2 previously approved building lots, 4.09 acres and 3.479 acres. Lots have been rough graded, 2 septic's installed, build your dream house, build 2 homes, horse property? property tax is combined amounts of both lots. More photos to come

ACTIVE Status ⋅ 24188749 MLS

Listing is for 2 previously approved building lots, 4.09 acres and 3.479 acres. Lots have been rough graded, 2 septic's installed, build your dream house, build 2 homes, horse property? property tax is combined amounts of both lots. More photos to come

26 & Rd, Redding

$999,999

NEW PRICE: $999,999! Renovated down to the studs, this turnkey Cape Cod farmhouse offers 4 bedrooms, 3.5 baths and approximately 3,400 sq ft. An open layout, natural light and new hardwood floors welcome you. The kitchen shines with white quartz counters, a waterfall island with seating, two-tone cabinetry and VIKING appliances, including a gas range, hood, dishwasher and refrigerator. A custom tile backsplash, under-cabinet lighting and pot filler complete the space. Vaulted ceilings, exposed wood beams and a floor-to-ceiling whitewashed brick fireplace anchor the great room and dining area. Two primary suites offer flexibility. The mid-level suite features an exterior entrance, private patio, walk-in closet and potential for an in-law arrangement. Its bath includes a freestanding soaking tub, custom tiled shower with glass enclosure, high-end fixtures and a Kohler toilet. The second primary has hardwood floors and a renovated bath with tiled shower. Upstairs, two bedrooms share a renovated full bath, and one enjoys a private balcony overlooking the yard and pool. A covered Trex deck creates space to relax and entertain. The finished lower level offers a media/rec room with pellet stove, plus freshly cleaned and painted basement storage and dehumidifiers. Updates include a new roof, electrical, plumbing, HVAC and hot water heater, plus a new separate upstairs HVAC system for independent temperature control. A new white stone private driveway completes the home. See it today!

4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24186160 MLS

NEW PRICE: $999,999! Renovated down to the studs, this turnkey Cape Cod farmhouse offers 4 bedrooms, 3.5 baths and approximately 3,400 sq ft. An open layout, natural light and new hardwood floors welcome you. The kitchen shines with white quartz counters, a waterfall island with seating, two-tone cabinetry and VIKING appliances, including a gas range, hood, dishwasher and refrigerator. A custom tile backsplash, under-cabinet lighting and pot filler complete the space. Vaulted ceilings, exposed wood beams and a floor-to-ceiling whitewashed brick fireplace anchor the great room and dining area. Two primary suites offer flexibility. The mid-level suite features an exterior entrance, private patio, walk-in closet and potential for an in-law arrangement. Its bath includes a freestanding soaking tub, custom tiled shower with glass enclosure, high-end fixtures and a Kohler toilet. The second primary has hardwood floors and a renovated bath with tiled shower. Upstairs, two bedrooms share a renovated full bath, and one enjoys a private balcony overlooking the yard and pool. A covered Trex deck creates space to relax and entertain. The finished lower level offers a media/rec room with pellet stove, plus freshly cleaned and painted basement storage and dehumidifiers. Updates include a new roof, electrical, plumbing, HVAC and hot water heater, plus a new separate upstairs HVAC system for independent temperature control. A new white stone private driveway completes the home. See it today!

33 Old Stagecoach Rd, Redding

$859,000

Back on the market with a fresh new lawn, this completely move-in ready home blends timeless architectural character with the seamless luxury today's lifestyle demands. The gourmet chef's kitchen boasts a stunning waterfall quartz island and high-end appliances. The open-concept main level features two living rooms with beautiful fireplaces and a spacious dining room, along with a first-floor bedroom-ideal for guests or a home office-and a mudroom with a laundry area. Upstairs, the expansive primary suite serves as a true private retreat, featuring a generous walk-in closet and a spa-like bathroom. Two additional bedrooms on this level provide ample space for family or guests. The finished, versatile attic showcases cathedral ceilings and currently serves as a family room and gym, offering endless possibilities for your lifestyle needs. The finished walk-out basement is an entertainer's dream, complete with a wet bar, built-in speakers, and a contemporary powder room. Outside, enjoy a spacious deck, while a two-car attached garage and semi-circular driveway accommodate multiple vehicles. Perfectly positioned in the desirable Georgetown neighborhood, this home offers peaceful wooded surroundings with convenient access to shopping, dining, and major routes.

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24181978 MLS

Back on the market with a fresh new lawn, this completely move-in ready home blends timeless architectural character with the seamless luxury today's lifestyle demands. The gourmet chef's kitchen boasts a stunning waterfall quartz island and high-end appliances. The open-concept main level features two living rooms with beautiful fireplaces and a spacious dining room, along with a first-floor bedroom-ideal for guests or a home office-and a mudroom with a laundry area. Upstairs, the expansive primary suite serves as a true private retreat, featuring a generous walk-in closet and a spa-like bathroom. Two additional bedrooms on this level provide ample space for family or guests. The finished, versatile attic showcases cathedral ceilings and currently serves as a family room and gym, offering endless possibilities for your lifestyle needs. The finished walk-out basement is an entertainer's dream, complete with a wet bar, built-in speakers, and a contemporary powder room. Outside, enjoy a spacious deck, while a two-car attached garage and semi-circular driveway accommodate multiple vehicles. Perfectly positioned in the desirable Georgetown neighborhood, this home offers peaceful wooded surroundings with convenient access to shopping, dining, and major routes.

299 Redding Rd, Redding

$1,275,000

Known as the Aaron Davis House, ca. 1848, this exceptional historic Georgetown residence blends authenticity, artistic craftsmanship, and modern versatility in one of Redding's most cherished neighborhoods. Set on a beautifully landscaped property, it offers a rare opportunity to own a significant piece of local history while enjoying spaces thoughtfully adapted for contemporary living. Original historic glass windows, period architectural details, and carefully preserved character reflect the home's rich heritage, while custom renovations showcase an extraordinary level of artistry throughout. Hand-applied decorative finishes, bespoke design elements, & thoughtfully curated materials create interiors that are both timeless & distinctive. Light-filled living spaces, inviting gathering areas, & a seamless connection to the spacious deck & surrounding gardens lend the home warmth, texture, and sophistication. A truly remarkable feature of the property is the detached carriage house, rebuilt on the site of the original barn and extensively updated. Offering 2 extended garage bays below w/48amp car charger & approximately 1,067 SF of finished space above, the structure serves as a private studio. Features include a private office, loft-style workspace with skylights, kitchenette, full bath, and a deck overlooking the grounds. Whether used for remote work, creative pursuits, a guest space, or simply as a place to escape and recharge, it is an exceptional extension of the property

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24176717 MLS

Known as the Aaron Davis House, ca. 1848, this exceptional historic Georgetown residence blends authenticity, artistic craftsmanship, and modern versatility in one of Redding's most cherished neighborhoods. Set on a beautifully landscaped property, it offers a rare opportunity to own a significant piece of local history while enjoying spaces thoughtfully adapted for contemporary living. Original historic glass windows, period architectural details, and carefully preserved character reflect the home's rich heritage, while custom renovations showcase an extraordinary level of artistry throughout. Hand-applied decorative finishes, bespoke design elements, & thoughtfully curated materials create interiors that are both timeless & distinctive. Light-filled living spaces, inviting gathering areas, & a seamless connection to the spacious deck & surrounding gardens lend the home warmth, texture, and sophistication. A truly remarkable feature of the property is the detached carriage house, rebuilt on the site of the original barn and extensively updated. Offering 2 extended garage bays below w/48amp car charger & approximately 1,067 SF of finished space above, the structure serves as a private studio. Features include a private office, loft-style workspace with skylights, kitchenette, full bath, and a deck overlooking the grounds. Whether used for remote work, creative pursuits, a guest space, or simply as a place to escape and recharge, it is an exceptional extension of the property

18 Church St, 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.

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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

$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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

ACTIVE Status ⋅ 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

ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$14,500

The Otnes House is a true floating oasis and now available as a summer rental! This rolling property overlooks nearly 3.5 acres, complete with a one-of-a-kind pool carved into a natural stone quarry with beautiful surrounding gardens. John Johansen of the celebrated Harvard Five designed this mid-century modern for famous collage artist Fred Otnes, who lived here for over 50 years. Walls of glass bring in beautiful natural light; expansive decks & pergolas have created an open floor plan concept to bring the outside in. The renovated kitchen features Bauformat cabinetry and high end European appliances, and the primary bedroom has a sitting room, office area and attached artist studio. Two additional bedrooms and two bathrooms complete the main house, and adjacent to the home is a two-car garage with ample room for storage or an additional studio space. The property is approximately 50 miles/90min from New York City and 5 minutes to a Metro-North stop which takes you directly to Grand Central. Redding offers an abundance of trails, nearby shops and restaurants of Westport, Darien and Ridgefield. A wonderful place to call home. Also, available for short term - please inquire.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24149390 MLS

The Otnes House is a true floating oasis and now available as a summer rental! This rolling property overlooks nearly 3.5 acres, complete with a one-of-a-kind pool carved into a natural stone quarry with beautiful surrounding gardens. John Johansen of the celebrated Harvard Five designed this mid-century modern for famous collage artist Fred Otnes, who lived here for over 50 years. Walls of glass bring in beautiful natural light; expansive decks & pergolas have created an open floor plan concept to bring the outside in. The renovated kitchen features Bauformat cabinetry and high end European appliances, and the primary bedroom has a sitting room, office area and attached artist studio. Two additional bedrooms and two bathrooms complete the main house, and adjacent to the home is a two-car garage with ample room for storage or an additional studio space. The property is approximately 50 miles/90min from New York City and 5 minutes to a Metro-North stop which takes you directly to Grand Central. Redding offers an abundance of trails, nearby shops and restaurants of Westport, Darien and Ridgefield. A wonderful place to call home. Also, available for short term - please inquire.

26 Chalburn Rd, 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.

ACTIVE Status ⋅ 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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