Redding CT Homes for Sale and Town Profile

Explore and download Redding demographics and school report cards, discover local neighborhoods and condo/townhouse communities, and learn about commuting routes and popular landmarks.

Snapshot

Where: Northern Fairfield County, Western CT
Population: ~8,800 residents
Size: ~31.5 sq mi
ZIP / Area code: 06896 / 203

Where It Is

By car: Accessible via Route 107 and Route 58, with connections to I-84 to the north and the Merritt Parkway to the south. About 60–75 minutes to NYC depending on traffic. By rail: No train station in Redding itself; residents typically use the Branchville Station in adjacent Ridgefield (Danbury Branch) or Bethel Station. Nearby: Borders Ridgefield, Weston, Bethel, Newtown, and Easton.

Overview

Connecticut Magazine has ranked Redding its #1 Small Town — not once, but repeatedly over the past decade. It's easy to see why. With fewer than 9,000 residents spread across more than 31 square miles, Redding offers a level of peace, privacy, and natural beauty that's increasingly rare in Fairfield County. This is a town where the landscape is deliberately protected, the community is intentional, and the pace of life is — by design — unhurried.

Community & Lifestyle

Redding doesn't have a conventional commercial downtown, and that's the point. Georgetown, the community's most active village, offers a small Main Street with local businesses, dining, and services. The town hosts a farmers' market, seasonal community events, and a strong volunteer culture. Residents tend to be highly educated, independent, and deeply connected to the natural environment. The Redding Community Center hosts events and programs that bring residents together throughout the year.

Education

Redding is served by Regional School District 09, which Redding shares with the neighboring town of Easton. The district includes Redding Elementary School (PreK–4), John Read Middle School (grades 5–8) — a designated National Blue Ribbon School — and Joel Barlow High School (shared with Easton, grades 9–12). John Read earned the National Blue Ribbon distinction in 2012, placing it among the top 269 schools in the country that year. The district's small size means students develop strong bonds with teachers and classmates throughout their entire school career — a meaningful differentiator from larger district towns.

Parks & Recreation

Redding dedicates more than 25% of its land to open space — a remarkable commitment to environmental preservation. Putnam Memorial State Park, known as the 'Valley Forge of Connecticut,' commemorates the Revolutionary War encampment of 1778–79. Collis P. Huntington State Park and Paugussett State Forest offer hundreds of acres of trails, wildlife observation, and fishing. The entire town feels like a nature preserve — because in many ways, it is.

Real Estate & Housing

Redding's housing market is defined by privacy, land, and architectural diversity. Expect historic colonial farmhouses, mid-century homes, and contemporary estates — all on large lots, most surrounded by woods or fields. The median home value sits above $900,000, reflecting both the town's affluent buyer profile and the scarcity of available inventory. This is not a market for buyers seeking density, condos, or walkable amenities; it's a market for buyers who deeply value privacy, land, and natural beauty.

Government

Redding operates under a First Selectman / Board of Selectmen form of government with direct citizen participation through town meeting. The town is known for its engaged and thoughtful civic culture.

Notable Facts

Connecticut's #1 Small Town: Connecticut Magazine has ranked Redding #1 or #2 for the past decade.
National Blue Ribbon School: John Read Middle School received the National Blue Ribbon designation in 2012.
Revolutionary History: Putnam Memorial State Park preserves the 1778–79 winter encampment site.
Open Space Leader: Over 25% of Redding's land is permanently protected open space.

Vibe

Profoundly rural, intellectually rich, and completely intentional. Redding attracts a particular kind of buyer — one who genuinely wants space, quiet, and nature, and who has no interest in being close to a Starbucks. There's a strong artistic community here (the town has more artists and designers per capita than 90% of American communities), a deeply educated population, and a shared commitment to keeping the town exactly as it is.

Who It's For

Perfect for: Buyers who prioritize privacy, land, and natural beauty above all; remote workers; those drawn to a highly educated, arts-oriented community with exceptional schools. Consider elsewhere if you need walkability, train access, or a lower price point.

Thinking About Redding?

Redding's inventory is limited and listings rarely last. I'd love to help you navigate this quiet but competitive market — get in touch to be among the first to hear about new opportunities.

Newest Listings in Redding CT

$419,900

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

Welcome home to this charming, light-filled condo in the heart of Georgetown! Featuring an open floor plan with soaring vaulted ceilings and a ceiling fan, this inviting home is filled with natural sunlight and offers a bright, airy feel throughout. The thoughtfully updated interior includes beautiful laminate flooring (2020), a new dishwasher (2022), washer and dryer (2022), range and microwave (2023), and major mechanical updates completed in 2025, including a new heating system, electric heat pump, and hot water heater, providing comfort and peace of mind for years to come. A newer smoke detector with a 10-year battery adds another valuable update. The versatile loft offers endless possibilities as a home office, fitness area, guest room, or creative space. The spacious primary bedroom features a walk-in closet, and the home also includes a very large storage unit for all your extra belongings. The exterior of the building was freshly painted in 2024, enhancing the property's curb appeal. With its blend of modern updates, flexible living space, and convenient Georgetown location, this move-in-ready condo is one you won't want to miss!

56 Portland Ave Unit 3, Redding

$1,800,000

4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24193453 MLS

A once-in-a-generation offering. Once part of the Redding's historic Samuel Clemens (Mark Twain) estate, this extraordinary 5.41 acre property was later home to renowned American Abstract Expressionist painter Robert Natkin, whose creativity inspired its remarkable evolution. Set beside the 161-acre Stormfield Preserve, this secluded private compound offers miles of hiking trails just beyond your doorstep. The understated approach gives way to an unforgettable interior where architecture masterfully employs "compression and release". Step through the glass entry and the home unfolds to a spectacular designer-renovated chef's kitchen with Wolf range/double ovens, Sub-Zero refrigerator, quartz waterfall island, wet bar and a full wall of glass that opens creating seamless indoor-outdoor living to the screened porch, heated saltwater pool and sweeping grounds, ideal for entertaining on any scale. Every principal room captures views of the surrounding landscape, creating a seamless connection to its setting. A climate-controlled studio with 9' glass garage doors opening to the landscape-equally suited as an art studio or fitness space. Designed for multi-generational living with first and second-floor primary suites, three ensuite bedrooms, guest/in-law/au pair apartment, workshop, entry gallery and temperature controlled pole barn for collectors, equestrians, car enthusiasts or hobbyists. R-2 zoning on 5.41 acres offers possible subdivision potential with due diligence.

24 Mark Twain Ln, Redding

$999,500

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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

$899,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24189050 MLS

Expansive colonial home on 2.62 private acres in top West Redding location with mature trees & flowers, stone walls, large deck for outdoor enjoyment, & 3 car garage. This light-filled home offers a grand foyer with two story staircase, open to the adjoining living room & dining room for ease of entertaining. The elegant living room features custom millwork including the impressive coffered ceiling & custom fireplace surround. Gather family & friends in the lovely oversized dining room with graceful arched opening & hardwood floor. The heart of this spacious home is the 29' kitchen with center island & sunny dining area with walls of windows & French door to the deck. The kitchen opens directly to the soaring vaulted family room with dramatic floor to ceiling stone fireplace, skylights, built-in display shelving, hardwood floor, & double set of French doors to the inviting deck and sprawling level side yard. There's room to spread out on the second floor too - the stylish primary suite offers a vaulted ceiling, third fireplace, more custom built-ins, huge walk-in-closet, plus marble bath with double vanity, jetted tub, & separate shower. There are three additional spacious bedrooms, all with hardwood floors, including one with a private half bath, plus the shared hall bath, convenient laundry room, and back stairway. Don't miss the huge lower level & attic with tons of storage. Idyllic natural setting, yet moments to shops, restaurants, train, & just 60 miles to Midtown.

123a Peaceable St, Redding

$910,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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

$869,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24150713 MLS

Welcome to 119 Peaceable Street! Set on over 5 private acres in one of Redding's most picturesque settings, this lovingly maintained 3-bedroom, 3-bath home is being offered for the first time by its original owners. Thoughtfully cared for throughout the years, the home reflects pride of ownership at every turn. Large windows throughout the home flood the interior with natural light, creating bright, inviting living spaces while framing beautiful views of the surrounding property. Freshly painted inside and out and featuring a new water heater, this move-in-ready home offers the perfect balance of comfort and peace of mind. Step outside to your own private retreat, where an in-ground pool is surrounded by mature landscaping and serene natural beauty. Whether entertaining guests, enjoying a quiet morning coffee, or unwinding poolside, the setting offers exceptional privacy and tranquility. Rarely does a property combine this level of seclusion, natural beauty, and meticulous care. A unique opportunity to own a cherished home with over 5 acres of land in the heart of Redding.

119 Peaceable St, Redding

$65,000

ACTIVE UNDER CONTRACT 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

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

$625,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24187187 MLS

Discover the quintessential Redding lifestyle in this charming circa 1898 home, perfectly positioned to enjoy the town's excellent schools, open space, and recreational opportunities like hiking, fishing, and kayaking. This 2/3 bedroom (3rd bedroom being used as a study) residence features a 3-bedroom septic system, central air and 2 full bathrooms, offering versatile living options. Step inside to discover timeless character with original hardwood floors and high ceilings. The living areas and 2 bedrooms are highlighted by four fireplaces-three decorative and one fully functional with a heater insert - adding warmth. The dining room boasts exposed beams, original leaded glass windows while newer windows throughout the remainder of the house ensure modern efficiency. Relax and unwind on the inviting covered and screened front porch. Need flexible space? The partially heated basement has been used as a home office, and a newer, spacious shed on the property offers endless potential as a workshop or a creative studio. Additionally, existing expansion plans-drawn up by previous owners-are available to help you visualize future possibilities (not submitted for town approval). Ideally located for an easy commute, you are just moments from Joel Barlow High School and the convenient shopping hubs of Bethel and Georgetown. A rare opportunity to embrace the peace of Redding living while staying connected to it all.

78 Black Rock Tpke, Redding

$435,000

1 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24181361 MLS ⋅ Georgetown Place BLDG.

Nestled in the charming village of Georgetown, this sun-filled first-floor end unit offers over 1,700 square feet of thoughtfully designed living space and a rare opportunity for convenient single-level living. The main level features a spacious one-bedroom primary suite with abundant windows that fill the home with natural light. The bright and inviting kitchen flows seamlessly into the dining area, creating an ideal space for everyday living and entertaining. A generously sized living room offers comfortable gathering space, while updated flooring throughout adds a fresh, modern touch. The finished lower level expands the living space with a large family room featuring a cozy fireplace, an additional bedroom or flexible office space, a full bathroom, laundry room, and ample storage. Move right into this light-filled home and enjoy all that Georgetown has to offer, including local dining, nearby train stations for easy commuting, and the convenience of Caraluzzi's just moments away.

56 Portland Ave Unit 9, Redding

$1,150,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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

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