Redding, CT Houses for Sale

Welcome to this expansive and beautifully updated six-bedroom Colonial, offering three full and two half baths and thoughtfully positioned on a sprawling 2.42-acre lot that provides both privacy and presence. A grand wraparound driveway creates a striking approach to the home, offering ample parking in addition to a two-car attached garage ideal for guests, entertaining, and everyday convenience.

Jonathan Gineo Silver and Oak Realty

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

Marilyn Sloper Coldwell Banker Realty

Casually elegant stone & clapboard ranch on stunning property in most desirable West Redding. Park-like setting w/extensive flowering gardens, specimen trees, stone walls, stone patios, & inviting covered pergola seating area. This sophisticated home beckons w/glass breezeway between the 2 car garage w/cheery cupola & the main home w/fieldstone foundation, chimney, & cladding. Generous

Laura Ancona William Pitt Sotheby's Int'l

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,

Brianna Carvalho Compass Connecticut, LLC

Perched at the crest of Redding Ridge on a lane shared by only five homes, this beautifully restored Cape occupies a truly commanding position. The property encompasses an entire side of South Lane, framed by original stone walls and mature trees that provide a sense of established privacy. In a region known for its rolling terrain, this home offers the rare luxury of an entirely usable,

Thomas Skillman William Pitt Sotheby's Int'l

Custom-built in 2004 and meticulously maintained, this 2.18-acre home offers a true escape from the everyday. Surrounded by perennial gardens, stone walls, and specimen trees, the grounds are anchored by a stunning stone patio-your own private sanctuary for quiet mornings or lively entertaining. Inside, discover 3,669 square feet of sun-drenched living space featuring 11 rooms, 4 bedrooms, and

Paul Gervais William Pitt Sotheby's Int'l

Completely reimagined from top to bottom, this beautifully renovated Redding residence offers the comfort, efficiency, and peace of mind of a newly built home. Every major system and finish has been replaced, including a brand-new roof, siding, windows, doors, plumbing, electrical, and a new central A/C and heating system, ensuring modern performance and long-term reliability. Inside, the home

Thomas Casey Live Real Estate LLC

Clean, turnkey and ready for immediate occupancy, this antique home is a blend of rustic charm and modern finishes. You'll love the spacious & extremely accommodating living and dining rooms that allow for memorable gatherings. A large room on the main floor with adjoining half bath could be an ideal guest room, office or primary bedroom, allowing this home the possibility to live like a 4

Cher Iravani Redevelopment Realty Group

Welcome to 123a Peaceable St. West Redding, Connecticut | 4 Bedrooms | 3,594 Square Feet | 2.62 Private Acres Tucked away at the end of a quiet cul-de-sac in highly desirable West Redding, this classic Colonial offers the rare combination of privacy, scale, and opportunity. Set on 2.62 lightly wooded acres with stone walls. Built in 1988 and offering 3,594 square feet above grade, the home

Julie Setterlund William Pitt Sotheby's Int'l

Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an elevated, scenic 4.39 acres with exceptional privacy and open meadow outlooks, the home enjoys a peaceful setting

Linda Sweeny William Raveis Real Estate

Tucked away like a storybook retreat, 71 Picketts Ridge is a charming and cozy ranch-style home that lives like a private condo alternative, set on two secluded acres and reached by a long, winding driveway that opens to the peaceful serenity of the woods. Surrounded by nature and complete privacy, this special property offers the perfect blend of tranquility and convenience. Recently remastered

Kyle Neumann Houlihan Lawrence

***Exceptional Value in Redding CT*** A refined Connecticut country residence for full-time living or weekend enjoyment. Set on nearly three meticulously landscaped acres on a private cul-de-sac drive with only 4 residences, you will enjoy living in one of Redding's most desirable residential enclaves. 2 Longwood Drive offers a safe, secure, and sophisticated country lifestyle that resonates

Jeffrey Kaplan William Raveis Real Estate

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

Stacy Young William Raveis Real Estate

Set behind a classic New England stone wall in highly desirable West Redding, this move-in ready home offers space, flexibility, and charm across 2,294 sq ft on the main level plus 952 sq ft in the finished lower level. Thoughtfully laid out and currently utilized as a 3-bedroom, the home includes a versatile additional room ideal for a bedroom, office, or guest space. Bright, open layout with

Nicholas Wilson Coldwell Banker Realty

Nestled on three private acres in highly sought-after Redding, Connecticut, and bordering Topstone Park, this exceptional property offers a lifestyle defined by tranquility, privacy, and space. Surrounded by mature trees and drenched in natural light, the home embodies the timeless charm that has earned Redding its reputation as the 'Vermont of Connecticut". Designed with entertaining in mind,

Giuseppe 'Joe' Melillo William Raveis Real Estate

Welcome to 31 Longview Drive in Ridgefield. Set on 1.21 acres, this 3 bedroom, 2 full bath home offers comfortable everyday living with central air, a cozy fireplace, and a 2 car attached garage. The 3 season enclosed porch is a great space for morning coffee, casual dining, or unwinding while overlooking the yard. Downstairs, the fully finished basement adds valuable flex space for a rec room,

Dylan Longmuir eXp Realty