West Redding Real Estate

Welcome to West Redding, a hidden gem nestled in the heart of Fairfield County, Connecticut. This charming neighborhood is known for its picturesque landscapes, vibrant community spirit, and a perfect blend of suburban tranquility and easy access to urban amenities.

West Redding is characterized by its rolling hills, lush greenery, and scenic views, making it an ideal locale for nature lovers and outdoor enthusiasts. With an abundance of parks and recreational areas, residents can enjoy hiking, biking, and picnicking in the great outdoors. The nearby Redding Town Park and the scenic Putnam Park offer trails that wind through beautiful woodlands, providing a serene escape from the hustle and bustle of city life.

The community is tight-knit and welcoming, with an array of local events that foster connections among neighbors. From farmers' markets to seasonal festivals, there’s always something happening in West Redding that brings residents together. The area is also home to highly regarded schools, making it a fantastic place for families to settle down and grow.

For those who appreciate the arts, West Redding boasts a vibrant cultural scene, with galleries, theaters, and music venues that showcase local talent. The historic charm of the neighborhood is complemented by convenient access to shopping, dining, and entertainment options in nearby towns.

Whether you’re seeking a peaceful retreat or a vibrant community, West Redding offers the perfect balance. Come explore this enchanting neighborhood and discover why so many choose to call it home!

Newest Listings in West Redding

$899,000

4 Beds ⋅ 4 Baths ⋅ 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

$625,000

2 Beds ⋅ 2 Baths ⋅ 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

$999,000

6 Beds ⋅ 5 Baths ⋅ 24181802 MLS

Nestled amidst a serene setting, this exceptional property offers the perfect blend of privacy, space and natural beauty. With 6 bedrooms, 4-1/2 bathrooms, and 4,955 sq. ft. of living space, this residence provides ample room for everyday living and entertaining. Situated on 5.15 acres of lush grounds, this home provides breathtaking views of a picturesque pond and enjoys a secluded setting. The main living area features 9 ft. ceilings, Brazilian cherry flooring, a gas fireplace, sliders to the rear patio & architectural details of crown molding, built-ins, recessed lighting and tray ceilings. At the heart of the home is a custom-designed chef's kitchen, seamlessly integrated into the open floor plan, creating an ideal gathering space and maintaining a natural connection to the family room. Additionally, the main level offers a spacious living room, elegant dining room, pantry, laundry room, half bath & access to the oversized 3 car garage. The upper level showcases an impressive primary suite with a vaulted ceiling, dressing room/walk-in closest, spa-inspired bath with steam shower, and stunning views of the pond. The finished 3rd floor with a 6th bedroom is ideal for an au pair, extended family, media room, playroom, or guest accommodations. The expansive unfinished walk-out lower level offers endless potential to create additional living space. Conveniently located near Rt 7, Danbury and Ridgefield, this home combines peaceful country living with easy commuter access.

25 Starrs Ridge Rd, Redding

$745,000

3 Beds ⋅ 2 Baths ⋅ 24181066 MLS

Idyllic country ranch in park like setting on 1.1 park like acres on desirable West Redding cul de sac with detached 2 car garage. This elegant home offers mature trees, flowering perennial gardens, deck, pea gravel patio w/stacked stone outdoor fireplace, & expansive rolling lawn. The sprawling main level is light, bright & open with newly refinished bleached hardwood floors & freshly painted interior. Ideal for gracious living & entertaining - enjoy the spacious living room w/brick fireplace flanked by built-in display shelves, plus the large family room/dining room featuring a built-in wet bar, sliders to the balcony/deck, more built-in shelving, plus open to the sunny kitchen showcasing brand new S/S appliances, breakfast nook, & adjoining deck. Step down from the kitchen to the dramatic vaulted sunroom, drenched in natural light, w/skylight, ceiling fan, wood burning stove, & double set of sliders to the deck for outdoor enjoyment. Total 2,265 sf on main & lower levels w/3 bedrooms, one full & one half bath. The primary bedroom offers a full wall of closets w/custom closet systems. All of the bedrooms offer hardwood floors & share the newly refreshed main floor bath with tub/shower enclosure, new fixtures & plantation shutters. Total 420 sf in the walk-out lower level rec room/den with new luxury vinyl plank flooring & newly remodeled powder room. Many additional updates (see Public Remarks Addendum). Top location, convenient to shops/train, & just 57 miles to Midtown.

27 Apple Ln, Redding

$1,395,000

4 Beds ⋅ 5 Baths ⋅ 24178330 MLS

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

4 Long Ridge Rd, Redding

$1,395,000

5 Baths ⋅ 24176254 MLS

4 Long Ridge Rd, Redding

$995,000

4 Beds ⋅ 4 Baths ⋅ 24138909 MLS

Stunningly renovated Vintage Antique. Up-to-date and yet still very authentic with beams and wide board floors. Set on over 2 level Acres ringed by trees for privacy; includes a lofted barn with possible potential to convert to a 1 BR guest ctg. The kitchen with new stainless appliances, granite and wood floors steps down to the cozy family rm warmed with a wood burning stove, built-in window seat, and sliders leading out to a large stone patio with sunset views. The formal dining rm has a built-in vintage corner cabinet and wide board flrs. The formal living rm also features wide board pegged flrs and is centered with an original stone fireplace updated with rustic gas logs. There is a main flr primary bedroom and ensuite bathrm w blt-ins and a large walk-in closet. Also on the main level in a quiet corner is an inviting library plus a den presently serving as an art studio. The upper level features two bedrooms with wide board floors, beams and antique doors; an updated full bath and a third bedroom presently a home office. In the past, this home served as a two-family so there is a second kitchen with a cork floor on the second flr which opens to a balcony/deck with steps to the private back lawn. The third flr highlights a guest/ in-law space that includes a full bath, bedrm and cozy TV rm. The property explodes with color in the spring and summer with perennials like peonies and hydrangeas and a large fenced garden. Metro North Train to NYC is just around the corner.

Redding

$900,000

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

$1,595,000

4 Beds ⋅ 5 Baths ⋅ 24157566 MLS

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.

74 George Hull Hill Rd, Redding

$1,495,000

6 Beds ⋅ 5 Baths ⋅ 24147564 MLS

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.

12 Werf Dr, Redding

$7,400,000

7 Beds ⋅ 7 Baths ⋅ 24144503 MLS

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!

63 Turney Rd, Redding

$7,495,000

6 Beds ⋅ 11 Baths ⋅ 24090021 MLS

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.

229 Umpawaug Rd, Redding

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