Redding CT Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
1,684
Status:
NEW LISTING
MLS#:
24173176
Type:
Single Family
Subdivision:
West Redding
Lot size:
1.38 Acres
Year built:
1953
Courtesy: William Pitt Sotheby's Int'l 203-438-9531
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ADDITIONAL INFORMATION

Idyllic & sprawling country ranch on 1.38 private acres with fenced in backyard in top West Redding location. Charming yet sophisticated with extensive designer updates throughout. Total 1,753 sf of light, bright & open living space, plus additional 963 sf of nearly finished space in the expansive walk-out lower level with wood grained tiled floor & flexible space for fitness, game room, or home office. Convenient one level living at its finest including great room featuring inviting fireplace with wood stove insert & wall of custom built-in display shelves, open to the bright dining room with triple windows & adjoining newly remodeled kitchen. The kitchen is a chef's dream with stunning white quartz countertops, custom recessed panel cabinetry, floor to ceiling steel blue tiled backsplash/walls, slate floor, & high-end Bosch appliances, perfect for preparing gourmet meals & entertaining guests. Total 3 bedrooms/2 full baths including the elegant primary suite with luxe remodeled bath featuring quartz topped vanity, custom tiled shower, & generous walk-in closet with laundry. Two additional generous bedrooms with updated hall bath featuring subway tiled walls & pedestal sink. Don't miss the walk-up attic, perfect for storage or future expansion potential. Scenic level property featuring inviting bluestone patio with stone seating walls & lush level private backyard. Additional: two car garage; automatic generator; most convenient Redding location; & just 69 miles to Midtown!

Beds:
3
Baths:
4.00
Sq.Ft.:
2,229
Status:
NEW LISTING
MLS#:
24173026
Type:
Single Family
Subdivision:
Georgetown
Lot size:
1.58 Acres
Year built:
1960
Courtesy: Live Real Estate LLC 646-736-4558
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ADDITIONAL INFORMATION

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 features 3 bedrooms, 2 full bathrooms, and 2 half bathrooms, with thoughtfully designed spaces that balance everyday comfort with elegant living. Two working fireplaces create warm and inviting focal points, perfect for relaxing or entertaining throughout the seasons. The fully redesigned kitchen showcases modern finishes and brand-new appliances, seamlessly connecting to the home's refreshed living areas. New flooring, fresh walls, and refined finishes flow throughout, creating a cohesive and elevated aesthetic. A versatile additional room provides exceptional flexibility and can easily serve as a guest bedroom, home office, playroom, or private retreat depending on your needs. The private backyard offers exceptional outdoor potential, highlighted by an in-ground pool area set on 1.58 scenic acres, creating the perfect setting for entertaining or relaxing. Set in the scenic town of Redding, this turnkey property combines the charm of a Connecticut setting with the convenience of a complete, high-quality renovation and entirely updated systems. Agent/Owner

Open House:

Saturday, 5/9 1:00-3:00PM

More Open House Info >

Beds:
4
Baths:
5.00
Sq.Ft.:
4,414
Status:
NEW LISTING
MLS#:
24172519
Type:
Single Family
Subdivision:
West Redding
Lot size:
2.37 Acres
Year built:
2005
Courtesy: William Pitt Sotheby's Int'l 203-438-9531
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ADDITIONAL INFORMATION

Private Luxury Meets Modern Sophistication in Redding! Discover the perfect blend of classic New England charm and cutting-edge convenience. This pristine 4,414 SF Colonial is situated on 2.67 acres at the end of a peaceful cul-de-sac. Inside, you are welcomed through a stately foyer with marble flooring, a sweeping staircase, and soaring ceilings. Gleaming hardwood floors guide you through a spacious layout featuring four bedrooms, three full and two half baths, and a seamless flow between formal entertaining areas and casual gathering spaces. The heart of the home is the cozy family room, anchored by a stately fireplace and bathed in natural light. Adjoining this room is the expansive chef's kitchen with Sub-Zero and other high-end appliances, plus lots of storage. The exterior is a gardener's dream, boasting professional plantings and ample room for a pool, all maintained by an integrated irrigation system. Technologically unmatched, the residence is equipped with commercial-grade Wi-Fi, an advanced security system, and a whole-house surge protector. Complete with a three-car garage and a meticulously maintained interior, this home is truly "turn-key." Located just minutes from the West Redding train station and world-class shopping, dining, and cultural events, this is a rare opportunity for a lifestyle of quiet elegance.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,786
Status:
Active
MLS#:
24157566
Type:
Single Family
Subdivision:
West Redding
Lot size:
2.94 Acres
Year built:
2002
Courtesy: Compass Connecticut, LLC 203-343-0141
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ADDITIONAL INFORMATION

Nestled on three picturesque acres and surrounded by open space, this beautiful country retreat offers privacy, comfort, and exceptional outdoor living. The expansive patio is perfect for entertaining, featuring a full outdoor kitchen, fireplace, TV, and integrated audio system. A large level yard provides plenty of space for recreation and the potential for a pool. Inside, the home showcases high-end finishes and a thoughtful layout. The spacious eat-in kitchen features custom cabinetry, granite countertops, and premium appliances from Thermador, Wolf, and Sub-Zero. The family room is highlighted by dramatic picture windows and a stunning floor-to-ceiling stone fireplace. The main level also includes a welcoming two-story foyer, formal living and dining rooms, a private home office, two powder rooms, and a mudroom with access to the three-car garage. Upstairs, the primary suite offers a luxury bath and dual walk-in closets. Two bedrooms share a Jack-and-Jill bath, while a fourth has its own ensuite. A laundry room and large bonus room complete the upper level. Additional features include radiant heated floors in the kitchen and baths, a home sound system, Generac whole-house generator, security system, irrigation, and unfinished basement. Ideally located in West Redding close to the train, hiking trails, Routes 7 & 84, shopping, and dining.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,328
Status:
Active
MLS#:
24169087
Type:
Single Family
Subdivision:
West Redding
Lot size:
2.05 Acres
Year built:
1972
Courtesy: Coldwell Banker Realty 914-997-0097
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ADDITIONAL INFORMATION

Set on a level 2-acre property, bordered by over 200 acres of protected nature preserve with scenic trails, this exceptional home offers a rare blend of privacy, convenience, and outdoor beauty. The grounds are meticulously landscaped with exquisite stonework, creating stunning garden spaces, while an oversized backyard deck with a firepit provides the perfect setting for entertaining or relaxing in a peaceful, wooded backdrop. Inside, this split-level home features 4 bedrooms and 2.5 bathrooms, enhanced by skylights that fill the space with natural light. The updated kitchen features new cabinet doors and drawer fronts, stainless steel appliances, granite countertops, heated floors, and a skylight. It flows seamlessly into the dining area, where sliding doors lead directly to the expansive deck overlooking the private backyard. The living room offers both elegance and comfort with French doors, additional skylights, and a slider to the front yard, creating an inviting and airy atmosphere. The primary bedroom is complete with its own slider to the deck and serene backyard views, along with a beautifully updated primary bathroom. The lower level continues to impress, featuring a cozy fireplace and sliding doors that open to the backyard-ideal for additional living or recreation space. Completing the home is a two-car garage and an oversized driveway. This is a unique opportunity to enjoy refined living surrounded by nature, all while being in a prime West Redding location.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,900
Status:
Active
MLS#:
24169652
Type:
Single Family
Subdivision:
West Redding
Lot size:
2.01 Acres
Year built:
1976
Courtesy: William Raveis Real Estate 203-255-6841
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ADDITIONAL INFORMATION

*Best & Final Offers by Monday (5/4) at 2pm* Welcome to 18 Ledgewood, a beautiful Contemporary home offering 2,900 square feet of well-proportioned living space in a desirable Redding, Connecticut setting. This 4-bedroom, 3 full bath home features a flexible layout with a potential main-level 5th bedroom and full bath, ideal for guests, extended family, or a private home office. The home offers generously sized living and dining areas with great natural light, providing a strong foundation for both everyday living and entertaining. The kitchen with breakfast bar features deck access to allow for easy indoor and outdoor entertaining. Upstairs, the additional bedrooms are spacious and well laid out, including a primary suite with ample closet space. Key improvements include a brand new roof and newer mechanicals, offering peace of mind on major components. A finished lower level walk-out to the backyard which is highlighted by an in-ground pool, creates the perfect setting for outdoor enjoyment and summer entertaining. With its exceptional layout, substantial square footage, and prime Redding location, this home presents a fantastic opportunity in a highly desirable area.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,650
Status:
Active
MLS#:
24166384
Type:
Single Family
Subdivision:
N/A
Lot size:
2.33 Acres
Year built:
1976
Courtesy: William Pitt Sotheby's Int'l 203-966-2633
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ADDITIONAL INFORMATION

Nestled on a tranquil cul-de-sac in bucolic Redding, this expansive 3,650 SqFt, 4 bedroom, 3.5 bath classic Colonial has been completely re-imagined and renovated, both inside and out. This 11 room home offers 5 fireplaces; a new eat-in kitchen with oversized island and large dining area with a wood burning fireplace; step-down living room with fireplace; formal dining room with custom millwork. The expansive family room boasts a cathedral ceiling, wood beams, floor-to-ceiling brick fireplace, built-ins and flows seamlessly into a four-season sunporch with skylights and scenic views of the deck, outdoor eating area, gardens and charming side yard brook. Upstairs, the private retreat primary bedroom has a gas fireplace, updated radiant heated floor bath, double walk-in closets. Two additional bedrooms share an updated bath. The 4th bedroom has been smartly converted into a convenient office/laundry room. The versatility of the home is further enhanced by an oversized finished LL activity room. This flexible space, which includes a fireplace, cedar closet, and a full heated floor bath, can easily serve as a generous fourth bedroom alternative or a dedicated recreation space. Located just 58 miles from Midtown Manhattan, convenient to award winning schools, parks, hiking trails, Mark Twain Library, New Pond Farm, shopping, and public transportation. This is more than a home...it is the ultimate destination where you can experience the perfect Connecticut country lifestyle.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,944
Status:
Active
MLS#:
24166799
Type:
Single Family
Subdivision:
N/A
Lot size:
2 Acres
Year built:
1723
Courtesy: William Pitt Sotheby's Int'l 203-655-8234
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ADDITIONAL INFORMATION

Nestled on a picturesque country road in the heart of Redding, this National Register of Historic Places landmark offers a rare blend of 18th-century soul and modern New England estate living. The home's historic integrity is preserved through twin stone chimneys, original wide-plank flooring, and exquisite period woodwork. Sun-filled living spaces flow seamlessly from the warm central hall to a spacious kitchen and inviting dining areas-ideal for both everyday comfort and sophisticated entertaining. The layout provides exceptional flexibility, featuring generous bedrooms and additional rooms perfectly suited for a home office, den, or guest wing. Set on two serene acres of curated gardens and mature trees, the exterior offers a peaceful retreat for outdoor gatherings or quiet mornings in nature. While seemingly worlds away in its rural tranquility, 313 Umpawaug Road in prestigious West Redding is located just minutes from top-rated schools, hiking trails, and the charming town center. Once the residence of Continental Army soldier Aaron Barlow, this 1723 Georgian gem served as a strategic hub for General Israel Putnam and a literary sanctuary where the famed Joel Barlow penned The Vision of Columbus in 1787. A rare opportunity to own a living piece of history, meticulously maintained for the modern steward.

Beds:
5
Baths:
5.00
Sq.Ft.:
5,070
Status:
Active
MLS#:
24167807
Type:
Single Family
Subdivision:
N/A
Lot size:
2.88 Acres
Year built:
1999
Courtesy: Coldwell Banker Realty 203-438-9000
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ADDITIONAL INFORMATION

Welcome to this exceptional custom-built 5-bedroom, 5-bathroom Colonial offering over 5,000 square feet of thoughtfully designed living space. Set on 2.88 acres off a private driveway, this home showcases generously proportioned rooms throughout and provides an ideal balance of comfort, functionality, and refined living. The well-appointed, open-concept kitchen serves as the centerpiece of the home, seamlessly connecting to the main living areas, including a sun-filled breakfast room, formal dining room, spacious family room, living room, private office, and two powder rooms-perfectly suited for both everyday living and effortless entertaining. The upper level features an expansive primary suite with private sitting room, walk-in closet and a bright, well-appointed en-suite bath. The additional bedrooms are generously sized and share Jack-and-Jill or en-suite bath configurations. The beautifully designed stone patio and outdoor living area create an inviting space for entertaining. The full basement has 1100 square feet of finished, versatile living space and plenty of storage. The expansive walk-up attic presents additional storage and opportunity for future customization. With its expansive layout, custom craftsmanship, and exceptional indoor-outdoor living, this distinguished home presents a rare opportunity to enjoy space, privacy, and timeless appeal

Beds:
3
Baths:
3.00
Sq.Ft.:
3,514
Status:
Active
MLS#:
24163881
Type:
Single Family
Subdivision:
West Redding
Lot size:
6.24 Acres
Year built:
1993
Courtesy: Robert C White & Company LLC 860-613-6290
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ADDITIONAL INFORMATION

Set on over six private, lightly wooded acres, this expansive single-level home offers more than 3,500 square feet of living space in a highly desirable Redding location, just 3 minutes to the West Redding train station with direct access to Grand Central. Hardwood and tile flooring run through the main living areas, with carpeted bedrooms for comfort. The home features a sunken living room with fireplace and vaulted ceiling, a family room with its own fireplace and vaulted ceiling, and abundant windows providing exceptional natural light. A large custom cabinet with stone countertop adds both function and style. The living room, dining room, and kitchen all open to patios, creating seamless indoor-outdoor living. The primary suite includes a large walk-in closet and oversized bath with tub and separate shower. A second bedroom offers an ensuite bath with separate tub and shower. Additional features include a two-car garage under the home, brick facade, whole-house generator, fenced gardens, and landscaped grounds. Property offers "first cut" subdivision potential and is bordered by a scout camp for added privacy. A rare opportunity to enjoy spacious, single-level living on significant acreage with both privacy and future potential in a prime Redding setting.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,920
Status:
Active
MLS#:
24166226
Type:
Single Family
Subdivision:
N/A
Lot size:
0.92 Acres
Year built:
1967
Courtesy: Coldwell Banker Realty 203-452-3700
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ADDITIONAL INFORMATION

Welcome to your dream home located just steps from Devil's Den Park Trail. This beautifully updated property offers comfort, space, and privacy on nearly one acre of land. The home features a new roof and new siding, along with freshly painted interiors and hardwood floors throughout. There are new light fixtures that add a clean and modern feel to every room. The kitchen has been fully updated with quality cabinetry from Wren Kitchens, brand new appliances, and elegant quartz countertops, making it both stylish and functional. The living room includes an updated fireplace, creating a warm and inviting space. From the dining room, you can walk directly out to an oversized patio with a fire pit, perfect for relaxing or entertaining guests. All bedrooms and bathrooms have been remodeled with care and attention to detail. The fully finished basement provides additional living space, including a bedroom and a full bathroom, along with a walk out entrance that offers convenience and flexibility. The property also includes an attached one car garage and an oversized driveway with plenty of parking space. With its generous lot size and peaceful setting, this home offers a great sense of privacy while still being close to nature and local amenities.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,922
Status:
Active
MLS#:
24149260
Type:
Single Family
Subdivision:
Umpawaug
Lot size:
2.93 Acres
Year built:
1969
Courtesy: Coldwell Banker Realty 203-438-9000
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ADDITIONAL INFORMATION

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

Beds:
4
Baths:
4.00
Sq.Ft.:
3,854
Status:
Active
MLS#:
24157966
Type:
Single Family
Subdivision:
N/A
Lot size:
3.01 Acres
Year built:
1997
Courtesy: William Raveis Real Estate 203-966-3555
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ADDITIONAL INFORMATION

Nestled on three private acres in highly sought-after Redding, Connecticut, with a private backyard gate entering directly into 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, the resort-style backyard is a true retreat featuring a heated in-ground pool with spa, an inviting outdoor fireplace, and expansive, fully fenced grounds perfect for year-round enjoyment. A newly paved driveway adds to the home's impressive curb appeal and arrival experience. Inside, thoughtful modern upgrades ensure both comfort and efficiency, including energy-efficient electric heat pumps with central air conditioning, updated garage doors, and a whole-house generator that also services the finished barn. The kitchen is equipped with premium Thermador appliances, including a high-end oven, cooktop, and dishwasher, ideal for both everyday living and hosting. Providing incredible versatility, the 400 sq ft finished barn serves as a premier home office, fitness studio, or creative retreat, further extending the home's expansive living and entertaining potential. Move-in ready and meticulously maintained, this property offers a rare combination of privacy, functionality, and upscale living in a peaceful, natural setting all just minu

Beds:
5
Baths:
6.00
Sq.Ft.:
4,716
Status:
Active
MLS#:
24161725
Type:
Single Family
Subdivision:
Redding Ridge
Lot size:
2.24 Acres
Year built:
1950
Courtesy: Compass Connecticut, LLC 203-290-2477
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,713
Status:
Active
MLS#:
24158436
Type:
Single Family
Subdivision:
N/A
Lot size:
2.18 Acres
Year built:
2004
Courtesy: William Pitt Sotheby's Int'l 203-438-9531
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ADDITIONAL INFORMATION

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 2.5 baths. The first floor boasts an effortless layout, including a private library/office, formal living and dining rooms, and a gourmet kitchen with new appliances. The kitchen's center island and breakfast area transition seamlessly into the family room, where a gas fireplace creates a cozy focal point. And did we mention the four-season sunroom, with views of the expansive lawn and patio? The second level is home to a luxurious primary suite featuring a spa-like bath with a soaking tub, oversized glass shower, and double walk-in closets. Three additional spacious bedrooms provide plenty of room for family or guests. Notably, the property features a 5-bedroom septic system, offering potential for future expansion. Added features include a 3-car garage, 9-foot ceilings, custom millwork, cooper roof overhangs, expansive unfinished basement (imagine the potential), and an irrigation system. Located across the street from Huntington State Park, you have access to over 1,000 acres of trails and scenic ponds. The home is also centrally located to NYC (car or train) and down county.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,234
Status:
Active
MLS#:
24157867
Type:
Single Family
Subdivision:
N/A
Lot size:
2 Acres
Year built:
1796
Courtesy: Redevelopment Realty Group 203-340-9898
View additional info

ADDITIONAL INFORMATION

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 bedroom. Original beams throughout the home not only offer a glimpse of the past, but contrast well with the newness of the space. Brand new kitchen, main level laundry and a covered porch just waiting for your ferns or baskets of flowers to be hung. The large acreage offers privacy and a scenic location that is central to major routes and amenities. Septic is beyond life span, and buyer will need to obtain permits for recent renovations. Come experience the timeless design & craftsmanship of the era by booking your showing today.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,594
Status:
Active
MLS#:
24155715
Type:
Single Family
Subdivision:
West Redding
Lot size:
2.62 Acres
Year built:
1988
Courtesy: William Pitt Sotheby's Int'l 203-438-9531
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ADDITIONAL INFORMATION

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, opportunity. Set on 2.62 lightly wooded acres with stone walls.Built in 1988 and offering 3,594sqft above grade, the home unfolds w/ generous proportions, a traditional, yet flowing layout. The heart of the home includes an expansive KIT and breakfast nook, a gracious dining area, formal living spaces, and a large family rm anchored by one of three fireplaces. Upstairs, four bdrms, including a spacious primary suite with walk-in closet and bath, provide flexibility for today's lifestyle. A full basement offers substantial storage or future finishing potential, while a 3-car attached garage enhances convenience. Natural light fills the home, and the scale of the rms speaks to quality construction and thoughtful design. At the same time, this property presents an exciting opportunity for its next chapter. Kitchens, baths may be reimagined to reflect modern tastes, cosmetic updates will unlock tremendous value. The setting, sqft provide a strong foundation for transformation. This is an opportunity to create a personalized retreat in one of Fairfield County's most desirable towns. With space, location, and long-term upside. Convenient access to Metro-North from West Redding and Katonah for an easy NYC commute.

Beds:
4
Baths:
5.00
Sq.Ft.:
5,385
Status:
Active
MLS#:
24149592
Type:
Single Family
Subdivision:
N/A
Lot size:
4.39 Acres
Year built:
1998
Courtesy: William Raveis Real Estate 203-762-8300
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ADDITIONAL INFORMATION

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 surrounded by natural beauty and expansive skies. The interior features light-filled spaces with wide hallways, oversized rooms, and a layout that emphasizes flow and functionality. Multiple living and gathering areas provide flexibility for entertaining, everyday living, and extended stays with family and guests. Large windows throughout capture abundant natural light and tranquil views, with sweeping sunrises and sunsets unfolding across the landscape and changing with the seasons. The home's scale and configuration allow the spaces to adapt naturally over time. Outdoor living is a standout feature, highlighted by an in-ground pool with an expanded patio surround, thoughtfully positioned to maximize privacy and open views. The generous patio provides ample space for dining, lounging, and entertaining, creating a true extension of the home and a resort-like setting for relaxed summer living. Located within reach of NYC yet feeling distinctly removed, the property offers an appealing sense of retreat-ideal as a weekend escape, multi-generational residence, or long-term family compound.

Beds:
6
Baths:
5.00
Sq.Ft.:
4,033
Status:
Active
MLS#:
24147564
Type:
Single Family
Subdivision:
West Redding
Lot size:
2.42 Acres
Year built:
1962
Courtesy: Silver and Oak Realty 860-372-4666
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ADDITIONAL INFORMATION

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. Upon entering, you are greeted by a gracious foyer showcasing refinished hardwood flooring that flows seamlessly throughout much of the main level. The foyer opens to an elegant living room, anchored by a classic fireplace that adds warmth and timeless character. The home's open-concept layout is designed to balance refined traditional elements with modern living, creating an inviting atmosphere for both intimate gatherings and large-scale entertaining. The heart of the home is the stunning open-concept kitchen, meticulously designed for both form and function. The kitchen features sleek quartz countertops, stainless steel appliances, updated cabinetry, and new finishes throughout. The spacious eat-in kitchen offers plenty of room for casual dining and flows effortlessly onto a large back deck, where you can enjoy peaceful views overlooking the expansive backyard perfect for outdoor dining, relaxation, or entertaining.

Beds:
4
Baths:
5.00
Sq.Ft.:
6,259
Status:
Active
MLS#:
24147905
Type:
Single Family
Subdivision:
Gallows Hill
Lot size:
2.72 Acres
Year built:
1998
Courtesy: William Raveis Real Estate 203-847-6633
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ADDITIONAL INFORMATION

***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 naturally with buyers seeking space, privacy, and enduring quality. Commuters into NYC enjoy a reasonable 1.5 hour drive or can take the Redding train directly to Grand Central if preferred. Thoughtfully designed and meticulously maintained by its original owner, this custom-built colonial blends classic New England architecture with modern luxury, creating a residence equally suited for full-time living or refined weekend use. Spanning 6,259 square feet, the home features beautifully proportioned interiors with spacious 9-14 foot ceilings, hardwood floors throughout, and an open yet elegant flow ideal for both everyday living and entertaining. A 47' stone-covered front porch, perfect for watching the amazing sunsets, and a central foyer introduce the main level, where light-filled spaces unfold seamlessly from room to room. The sunlit chef's kitchen serves as the centerpiece of the home, appointed with premium Sub-Zero/Wolf/Thermador appliances, custom cabinetry, a generous center island, and a butler's pantry, each designed for effortless hosting and daily comfort.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,234
Status:
Active
MLS#:
24146605
Type:
Single Family
Subdivision:
Georgetown
Lot size:
2 Acres
Year built:
1979
Courtesy: William Pitt Sotheby's Int'l 203-968-1500
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ADDITIONAL INFORMATION

Experience modern luxury in this beautifully renovated Colonial. A grand double-door entry opens to a bright foyer. The all-new gourmet chef's kitchen boasts a massive waterfall quartz island, high-end appliances, and pot filler. The open-concept main level flows into a spacious living room with brick fireplace, while a secondary family room features a dramatic floor-to-ceiling stone fireplace and custom built-ins. Upstairs, the expansive primary suite serves as a true private retreat, featuring a generous walk-in closet and a stunning spa-like bathroom complete with a deep soaking tub and a double sink. Two additional bedrooms on this level provide ample space for family or guests. The newly finished, versatile attic showcases beautiful cathedral ceilings and currently serves as a family room and gym, offering endless possibilities for your lifestyle needs. The main level features a first-floor bedroom, ideal for guests or home office, plus a mud room with laundry area. The finished walk-out basement is an entertainer's dream with wet bar, movie theater with built-in speakers, and contemporary powder room. Outside, enjoy a private backyard with spacious deck. Two-car attached garage and semi-circular driveway accommodate multiple vehicles. Perfectly positioned in desirable Georgetown neighborhood, offering peaceful wooded surroundings with convenient access to shopping, dining, and major routes.

Beds:
7
Baths:
7.00
Sq.Ft.:
9,420
Status:
Active
MLS#:
24144503
Type:
Single Family
Subdivision:
West Redding
Lot size:
39.23 Acres
Year built:
2000
Courtesy: William Pitt Sotheby's Int'l 203-438-9531
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ADDITIONAL INFORMATION

Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with nature. The residence-a nod to Antebellum architecture-presents grand columns, symmetrical facades, a 97-foot wraparound veranda, and ornate interior design. Every detail has been thoughtfully curated for comfort and quality.Your journey begins with the breathtaking grand foyer flanked by dual staircases and crowned by a soaring domed ceiling artfully decorated with colorful rosettes. Exemplary features include seven fireplaces, an elegant banquet-worthy formal dining room, a chef's kitchen with top-grade appliances, a spacious fireplaced breakfast room, a dazzling sun-filled family room, and two home offices.The exquisite primary suite is a luxurious haven featuring its own artfully adorned domed ceiling, sitting room, and wall-of-glass French doors open to a private balcony with views of the in-ground pool and woodlands. The sumptuous marble bath is a spa-like sanctuary. An invaluable addition to this amazing property is the finished studio over the six-car drive-through garage providing flexible living space. All this and so much more awaits in this extraordinary estate!

Beds:
6
Baths:
11.00
Sq.Ft.:
7,528
Status:
Active
MLS#:
24090021
Type:
Single Family
Subdivision:
West Redding
Lot size:
6.46 Acres
Year built:
1995
Courtesy: William Raveis Real Estate 203-869-9263
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ADDITIONAL INFORMATION

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 immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized infinity pool with spa and pool pavilion with entertaining bar, full bath and living area. Don't forget your racket, with a private tennis court with California Corners for all levels of play. Private luxury apartment over the heated 3-car garage. This is also a great option for an office or studio. Enjoy all the best of parks, recreation, shopping and dining nearby, also accessible to NYC via Metro North and 56 miles to midtown.

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Davis E. Owen, Sr., License REB.0754414, Xome CT LLC, License REB.0790146 , [email protected], 844-400-XOME (9663), 2083 Main Street, Stratford, CT 06615


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Redding Real Estate

Redding is located in Connecticut. Redding, Connecticut has a population of 8,831. Redding is more family-centric than the surrounding county with 35.56% of the households containing married families with children. The county average for households married with children is 34.39%.

The median household income in Redding, Connecticut is $140,475. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Redding is 48.3 years.

Redding Weather

The average high temperature in July is 84.1 degrees, with an average low temperature in January of 18.7 degrees. The average rainfall is approximately 51.4 inches per year, with 35.9 inches of snow per year.

Redding Map

Redding Real Estate Market Conditions

  • Median sales price

    $940,000
    15.3%
    change since last quarter
  • # Active listings

    26
    30-day change

Redding Schools and Demographics

Education near Redding, CT

City County
High School Graduates 98.42 90.19
College Degree - 2 year 5.62 6.12
College Degree - 4 year 71.29 49.21
Graduate Degree 22.24 16.2
Expenditures per Student 22,984 22,984
Students per Teacher 12.8 12.8

Elementary Schools near Redding, CT

Grades Students P/T Ratio ZIP
Anna H. Rockwell School KG - 03 413 14.1 06801
Frank A. Berry School PK - 03 546 14.2 06801
Hawley Elementary School KG - 04 321 12.4 06470
Head O'Meadow Elementary School KG - 04 314 12.9 06470
Middle Gate Elementary School KG - 04 391 13.4 06470
Newtown Preschool PK - PK 58 19.3 06470
Redding Elementary School PK - 04 488 12.3 06875
Samuel Staples Elementary School PK - 05 612 13 06612

Middle Schools near Redding, CT

Grades Students P/T Ratio ZIP
Bethel Middle School 06 - 08 695 13.1 06801
Helen Keller Middle School 06 - 08 323 11.7 06612
John Read Middle School 05 - 08 513 12 06896
Ralph M. T. Johnson School 04 - 05 386 13.5 06801
Reed Intermediate School 05 - 06 731 13.5 06470

High Schools near Redding, CT

Grades Students P/T Ratio ZIP
Bethel High School 09 - 12 889 11.3 06801
Joel Barlow High School 09 - 12 1,049 14.1 06896

Demographics near Redding, CT

City County
Neighborhood Type Small town
Population 8,831 956,446
Population Density 280 1,530
Median Age 48.3 40.7
People per Household 2.6 2.7
Median Household Income 140,475 101,194
Average Income per Capita 78,147 61,651

Real estate near Redding