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123 Cross Hwy, Redding
$975,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24219854 MLS
Set on 6.18 picturesque, lightly wooded acres in Redding's equestrian country, this timeless Colonial Cape spans 3,525 sq ft of refined living space, cherished and meticulously maintained by the same family for 37 years. Hardwood floors anchor the main level, leading from a stately living room with brick fireplace and formal dining room to a quiet, dedicated home office. The expansive eat-in kitchen flows effortlessly into an impressive family room showcasing dramatic wood-clad cathedral ceilings with exposed beams. Sliding doors open to a vast wraparound deck overlooking manicured grounds and peaceful woodland, offering an exceptional setting for outdoor gatherings. The upper levels provide exceptional privacy and versatility. The main 2nd floor features three bedrooms and two full baths, including a primary suite with a walk-in closet and dressing vanity. A private staircase leads to a separate fourth bedroom en-suite above the 2-car garage-perfect for an au-pair, guest sanctuary, or in-law suite. The walk-out lower level features a finished recreation room with a billiards table, plus expansive space ready for future expansion. Featuring newer roof and a freshly painted exterior, this private sanctuary is just 5 minutes to schools and town center, and 20 minutes to Metro-North.

123 Cross Hwy, Redding

12 Werf Dr, Redding
$1,395,000
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24219346 MLS
Extraordinary, beautifully updated six-bedroom Colonial, where timeless architecture meets modern luxury. Set on an impressive 2.42-acre estate, this property offers a rare blend of privacy, scale, and refined presence creating a true retreat just moments from everyday conveniences. A sweeping wraparound driveway delivers a grand and memorable arrival, complementing the home's stately facade while providing ample parking in addition to the attached two-car garage perfectly suited for hosting guests and effortless daily living. Step inside to a gracious foyer adorned with refinished hardwood flooring that flows seamlessly throughout the main level, setting a warm yet sophisticated tone. The foyer opens into an elegant living room, where a classic fireplace anchors the space, offering both ambiance and timeless character. The home's thoughtfully designed open-concept layout effortlessly balances traditional charm with contemporary living, creating an inviting setting for both intimate moments and large-scale entertaining. At the heart of the home lies a stunning, fully updated kitchen designed to impress. Featuring sleek quartz countertops, stainless steel appliances, and beautifully refreshed cabinetry, this space delivers both style and functionality. The expansive eat-in area provides ample room for casual dining and transitions seamlessly to a large rear deck an ideal extension of the living space. Here, you can take in the beautiful scenic views.

12 Werf Dr, Redding

77 Wayside Ln, Redding
$1,100,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24217394 MLS
Idyllic country charm meets modern luxury in this turnkey Cape Cod home, nestled on 3.24 private acres complete with your own tranquil, spring-fed pond! Step inside through a dramatic two-story entry to find gleaming, richly-hued hardwood floors flowing seamlessly throughout the entire home. Thoughtfully designed for both entertaining and everyday comfort, the layout features elegant formal living and dining rooms bathed in natural light. At the heart of the home is the chef's kitchen with chic creamy-white cabinetry, timeless soapstone countertops, premium appliances, and a generous center island. It opens directly to an inviting family room anchored by a cozy fireplace and sunny bay-window seating and to a charming screened porch. The highly desirable main-level primary suite serves as a peaceful retreat, featuring a lavish en-suite spa-inspired bath designed for pure relaxation. Upstairs, you will discover three generously proportioned bedrooms, a stylishly updated full bath, and an expansive bonus room illuminated by bright skylights-a versatile space ready to become your home office, private gym, media lounge, or playroom. Peace of mind comes built-in with extensive improvements, including fresh exterior paint (2023), a comprehensive kitchen renovation (2021), a new roof (2015), updated interior painting (2015-2021-2026), and a stylishly renovated hall bath(2022). A truly ideal blend of classic architectural charm, modern luxury, and scenic country privacy. A win-win!

77 Wayside Ln, Redding

72 Orchard Dr, Redding
$849,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24218555 MLS
Tucked along a quiet neighborhood loop, 72 Orchard Drive offers a rare blend of privacy, community and convenience. Set on just over 2 beautifully landscaped acres, this 4 bedroom home has had just 2 owners since 1984. Inside, wood-beamed ceilings, wide-plank floors and beautiful millwork lend warmth and character. The main level is comprised of a formal living room with wood-burning fireplace, formal dining room and eat-in-kitchen with custom cabinetry, soapstone counters, center island & newer appliances. The kitchen opens to the family room, which features a wood stove and exposed brick. Doors off the kitchen lead to a beautiful screened-in porch perfect for indoor/outdoor entertaining. Off the porch is a new Trex deck, new patio and level, private yard with mature hydrangeas, 15+ lilac bushes and apple trees planted by the original owner, a landscaper. Upstairs, the primary suite features exposed beams and a private bath. Two additional bedrooms share a hall bath with a new double vanity, while the 4th bedroom currently serves as a custom walk-in closet. A spacious bonus room offers potential as an additional bedroom or flexible living space. New wood floors complete the 2nd floor. The finished lower level offers rec space and an office/gym. Minutes to Georgetown, Redding Center, Rt 7 & Branchville Station, this home offers the beauty of Redding with a genuine sense of community.

72 Orchard Dr, Redding

63 Turney Rd, Redding
$7,400,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24218524 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

24 Deer Spring Rd, Redding
$899,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24216550 MLS
**PLEASE SUBMIT ALL OFFERS - HIGHEST AND BEST - BY WED.11/4 BY NOON** Nestled in desirable West Redding, this classic cream Colonial with a striking black front door and colorful landscaping offers 3,183 square feet of beautifully updated living space. At the heart of the home is a handsome chef's kitchen featuring stunning soapstone countertops, top-tier appliances, an island with seating, and a conveniently located laundry area. The kitchen flows seamlessly into a welcoming family room boasting exposed wood beams, soaring cathedral ceilings, a cozy fireplace, and glass sliders opening to an expansive deck ideal for indoor-outdoor entertaining. The main floor also features a refined living room with a charming fireplace and wall sconces, a refreshed formal dining room for elegant gatherings, and a bedroom off the foyer - perfect for a private home office. Upstairs, the stunning primary suite serves as a peaceful retreat, complete with dual closets and a luxurious thermostatic solid-brass shower with a built-in bench. Three additional well-appointed bedrooms and a large, renovated full bath complete the second level. The immaculate lower level provides walk-out access to a level backyard and offers excellent potential for additional living space, alongside generous storage and a utility room. Ideally situated near the train station and top-rated schools, with convenient access to Ridgefield and Route 7.

24 Deer Spring Rd, Redding

3 Long Wall Rd, Redding
$629,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24217476 MLS
Charming and beautifully renovated, this 3-bedroom, 2-bath ranch is tucked away on a peaceful cul-de-sac in the heart of Redding. Set on two picturesque acres of open lawn and woodland, the property offers a quintessential New England setting, complete with a gently babbling brook and classic stone walls. Fully renovated in 2017, the home features a bright, updated kitchen and bathrooms, hardwood floors, and inviting open living spaces filled with natural light from its southern exposure. A convenient mudroom with laundry adds everyday practicality. Notable improvements include an energy-efficient HVAC system, on-demand hot water heater, generator hookup, and the addition of an en-suite primary bathroom. Freshly painted inside and out in October 2026, the home offers a crisp, move-in-ready appeal. Ideally situated just minutes from local schools and approximately 10 minutes from Georgetown and Bethel, with convenient access to the Merritt Parkway and I-95. A wonderful opportunity to enjoy the charm, privacy, and natural beauty of Redding, with exciting potential for future expansion.

3 Long Wall Rd, Redding

260 Umpawaug Rd, Redding
$1,450,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24211675 MLS
Rare West Redding Opportunity: Massive Upside, Privacy & Unmatched Potential. An exceptional property nestled in one of West Redding's most prestigious estate areas. Spanning over 5,000 sq ft of partially finished space across 3 levels, this distinctive custom-built Contemporary Colonial sits on 12.04 private, park-like acres in a secluded woodland setting. 3 bedrooms include a main level Primary suite, 3 full baths, and 3 half baths. The main living areas are bathed in natural light through walls of windows, with multiple decks taking in the spectacular, tree-lined views. The expansive walk-out lower level adds versatility and flexible living space-ready to make it your own. Adding incredible value and utility is a separate, working two-bay barn-ideal for a contractor, landscape equipment, large vehicle storage, or a workshop. While the residence requires a full interior and exterior renovation, the structure, grounds, and premier location make this a rare value-add investment and an outstanding treasure. Bring your inspiration, passion, and ingenuity to restore and preserve the deep-rooted spirit and enduring legacy of this remarkable residence. Enjoy a sought-after Redding location convenient to the train, top-rated schools, local shopping, and commuter routes-all just 65 miles to the Upper West Side of Manhattan. A real diamond-in-the-rough to be sold "as is"- Price reflects condition.

260 Umpawaug Rd, Redding

Black Rock Tpke, Redding
$599,999
ACTIVE Status ⋅ 24215777 MLS
Unlock Premier Development Potential in Redding Ridge, Redding, CT! Imagine crafting a stunning Luxury subdivision on this expansive 15+ acre parcel of vacant land in prestigious Redding, Connecticut. The property may be sub-dividable (subject to approvals), offering flexibility and opportunity for a discerning developer to bring custom designs to life. This exceptional land is not located in a flood zone, adding peace of mind to your plans. Enjoy unparalleled convenience with nearby shopping, renowned golf courses, and abundant recreational activities. Commuting is easy with the Danbury Fair Mall and I-84 just a 20-minute drive away. Located within the highly rated Redding school district, this is the ideal setting to create an exceptional residential enclave.

Black Rock Tpke, Redding

126 Picketts Ridge Rd, Redding
$925,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215752 MLS
Idyllic and historic 4 bedroom Colonial, built in 1805 by Revolutionary War Loyalist John Pickett, formerly the Burr Sanford Dairy Farm, and lovingly cared for and updated over the past two centuries. Set on two park-like, level acres and surrounded by estates and farmland, this special property has mature trees and gardens and a sweeping grassy lawn leading to the detached barn/garage, making it ideal as a potential equestrian property. Inside you're greeted by formal dining and living rooms with hardwood flooring, plus multiple fireplaces and charming built-in nooks throughout. The cozy Family Room features a large stone fireplace and exposed beams and the generously sized kitchen leads to a versatile sitting room with bay window and wood stove. On this level there is also a convenient powder room, laundry room/pantry and a bright sunroom leading to the back gardens. The second floor features gorgeous wide plank flooring and original wood working, with four spacious bedrooms and two full baths, including a primary suite with walk-in closet and full bathroom. Finished third level attic with cathedral ceiling and original wood beams adds 899 sqft. The lower level offers plenty of room for storage and the detached barn garage has a loft above. Take in the picturesque views of the property from your side porch or private stone patio. Situated just minutes to the West Redding train station, Route 7 and 90 minutes to NYC making this an ideal spot for year-round or vacation living

126 Picketts Ridge Rd, Redding

34 Dorethy Rd, Redding
$825,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24215319 MLS
Completely renovated and move in ready on two private, wooded acres in beautiful Redding! Blending architectural character with modern comfort, this stunning home features soaring cathedral ceilings, exposed beams, expansive windows, and a fireplace. The beautifully updated kitchen showcases marble countertops, skylights, a Wolf gas range, and Sub-Zero refrigerator. Enjoy peace of mind with extensive renovations, including a brand new roof, septic system, high-efficiency heating & cooling systems, and beautifully updated interiors, with warranties on applicable improvements. Unwind on the private wraparound deck overlooking tranquil woods, perfect for birdwatching and morning coffee. Once lovingly tended by a gardening enthusiast, the grounds offer wonderful potential to bring the gardens back to life. Conveniently located near Georgetown's shops and restaurants, Route 7, Metro-North, and scenic trails. All the character, none of the renovation headaches. Simply move in and enjoy!

34 Dorethy Rd, Redding

76 Peaceable St, Redding
$1,400,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24215045 MLS
Welcome to "Stone Fences"-a historic 10-acre country estate tucked away in the quiet forests of Redding, Connecticut, just 90 minutes from Manhattan. Custom-built in 1938 by architect Richard Rowe for his wife, the home was awarded House Beautiful's top design honor in 1941. An MIT and Ecole des Beaux-Arts graduate who refined his craft alongside NYC architect Aymar Embury II, Rowe achieved an exceptional balance: an intimate, cozy atmosphere paired with an expansive living room built for grand entertaining. The architecture features a captivating fusion of English, Early American, French Provincial, and subtle Modern elements. Anchored by a Cotswold-style main cottage with two bedrooms and 3.5 bathrooms under an authentic slate roof, the residence opens onto grounds that unfold like a private sanctuary with manicured gardens, a gentle waterfall, a 14-foot-deep stone "bathing pool" pond, and a dramatic bridge spanning Gilbert Bennett Brook. A separate guest cottage, heated three-car garage, and custom chicken coop complete the estate, while comprehensive modern upgrades-including high-efficiency HVAC, updated windows, insulation, a full-house generator, a newer septic tank, roof, driveway, and bridge-ensure timeless beauty meets complete contemporary comfort.

76 Peaceable St, Redding

82 Simpaug Tpke, Redding
$749,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24215005 MLS
Set along the Redding/Ridgefield line in scenic West Redding, 82 Simpaug Turnpike offers timeless character, thoughtful modern updates, and beautiful views of Umpawaug Pond. Cherished by one family for over 50 years, the home is rich in history, with an expansive living room anchored by a striking stone fireplace handcrafted from materials gathered on the property. A beautifully refreshed kitchen features a center island topped with soapstone, while three bedrooms, including a primary suite, two fully renovated baths, and a second wood-burning fireplace offer comfort and character throughout. Extensively updated since 2023, improvements include a new roof, HVAC, whole-house generator, electrical upgrades, and refinished hardwood floors. Outside, a fully fenced backyard creates a private retreat, complete with a low-maintenance Trex deck and a new paver patio. A two-car finished attached garage with new doors and epoxy flooring adds everyday convenience. Less than 10 minutes from Ridgefield's vibrant Main Street, with easy access to Route 7, shopping, dining, and nearby Topstone Park, this exceptional location offers the best of country living with everything close at hand.

82 Simpaug Tpke, Redding

131 Peaceable St, Redding
$985,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24207344 MLS
Discover a striking contemporary retreat nestled on nearly three private acres of lush, wooded Redding privacy. Featuring a picturesque brook, tranquil pond, and private waterfall, this property blends modern design with natural splendor. At the heart of the home, a magnificent double-sided fieldstone fireplace anchors the sun-filled living and dining rooms. Expansive windows and sliding glass doors frame serene views, opening to an oversized wraparound deck designed for effortless indoor-outdoor living, entertaining, or peaceful mornings. The meticulously renovated kitchen showcases custom-cut marble countertops imported specifically for the home, complemented by updated baths featuring custom tile. The spacious main-level primary suite serves as a true sanctuary with vaulted ceilings, a large distinctive open loft overlooking the bedroom, an updated ensuite bath, and a private balcony. Three additional bedrooms, updated bathrooms, and flexible living spaces offer exceptional comfort and versatility. The finished walkout lower level adds spacious recreation room, wet bar, half bath, and abundant storage. Ideally located close to New Pond Farm, Top Stone park, scenic hiking trails, nature preserves, local shops, and dining. Enjoy seamless commuting with convenient access to Metro-North train lines and NYC, plus close proximity to neighboring Ridgefield, Weston, and Wilton. A private country escape with convenience to everything.

131 Peaceable St, Redding

81 Sport Hill Rd, Redding
$350,000
ACTIVE Status ⋅ 24214406 MLS
Create your own private retreat in the heart of Redding Ridge. Set back from the road, this 7.22-acre parcel offers a private setting and the opportunity to bring your vision for a home to life in one of Connecticut's most scenic communities. Raw and undeveloped, the land is zoned for a single building site, offering space to thoughtfully shape a home and landscape around the way you want to live. The property backs to nearly 14 acres of Connecticut DEP-owned land, 48 acres of Aquarion-owned land, and the Aspetuck River. This expansive backdrop offers a meaningful buffer from neighboring homes and enhances the property's exceptional sense of privacy. Whether you envision a timeless country home or a contemporary retreat, this is an exceptional opportunity to own a private piece of Redding and create something distinctly your own. Showings are strictly by appointment only. Do not enter or walk the property unaccompanied.

81 Sport Hill Rd, Redding

248 Simpaug Tpke, Redding
$4,400
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213629 MLS
Classic New England Charm in West Redding Center! This charming home offers far more than meets the eye. Hardwood floors flow throughout, beginning in the spacious living room, where a beautiful stone fireplace adds warmth, character, and timeless appeal. -------- The thoughtfully renovated kitchen features granite countertops, a center island, and stainless-steel appliances, all new in 2024, including an induction range. Just off the kitchen is a flexible den or dining room, along with a convenient mudroom/laundry room offering abundant storage and access to a three-quarter bath. The light-filled sunroom overlooks the private backyard, creating a bright and inviting place to relax. An additional room adjacent to the kitchen and dining area is perfect for a bar, playroom, or casual entertainment space. ------ Upstairs, you will find three bedrooms, an updated full bath, and a separate office. The walk-up attic is an unexpected bonus, offering excellent storage and exciting possibilities for a hobby space, studio, or whatever your imagination can create. The property truly shines outdoors. Three separate patios provide multiple places to relax, entertain, or enjoy your favorite beverage. Established perennial gardens add beautiful seasonal color, while the property's location alongside the 170-acre Boy Scout Reservation provides exceptional privacy, with no neighbors directly behind the home or on one side.

248 Simpaug Tpke, Redding

86 Pocahontas Road Unit 84, Redding
$2,850
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213172 MLS
Charming Cottage-Style Rental in Redding! #84 Front Cottage. Set on a peaceful 2.64-acre parcel, this beautifully renovated home combines comfort, style, and convenience. This main residence offers living room with a fireplace, 3 bedrooms (or 2 plus a home office, with a private patio entrance), 2 full baths, and a stunning kitchen. Enjoy gleaming hardwood floors, updated mechanicals, and the ease of your own driveway, yard space, and separate utilities. Surrounded by mature trees and rolling lawns, the property feels like a private sanctuary, yet is ideally located-walk to Putnam Park and just minutes from top-rated schools and vibrant Redding town center. An exceptional rental opportunity with timeless appeal. Approx. square footage; floor plan to follow.

86 Pocahontas Road Unit 84, Redding

425 Redding Rd, Redding
$3,200
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24211042 MLS
Charming 2-bedroom, 1-bath cottage rental offering 1,026 square feet of updated living space in a peaceful Redding setting. Originally built in 1900, this home blends historic character with modern updates throughout. Features include gleaming hardwood floors, exposed wood beams, classic wainscoting, diamond-pane windows, built-in details, and a dramatic floor-to-ceiling fieldstone fireplace. The renovated kitchen offers newer cabinetry, countertops, appliances, and lighting, while the updated bath and fresh neutral finishes provide a move-in-ready interior. Generous windows fill the home with natural light, and the screened porch offers additional seasonal living space overlooking the surrounding landscape. Additional features include a detached two-car garage, updated fixtures, and convenient access to local roads, shopping, restaurants, parks, and recreation. Tenant use is limited to the immediate area surrounding the home and will not have access to the full surrounding acreage. A rare opportunity to lease a character-filled cottage with modern updates in desirable Redding.

425 Redding Rd, Redding

23 Lee Ln, Redding
$935,999
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24211235 MLS
Set along scenic Redding Road across from the Mark Twain Stormfield estate, just minutes from the Wilton/Weston town line, this 3/4 bedroom home is the perfect blend of privacy and convenience in one of Redding's most desired settings. Set on a peaceful, picturesque, designated scenic road, the home features an open floor with vaulted ceilings, abundant natural light and a great flow for everyday living and entertaining. The first floor primary suite provides a sought-after single level living option. The second floor has two additional bedrooms and an office/bonus room with a full bathroom. Freshly painted, the home is move-in ready with modern conveniences throughout, including fiber-optic wiring, ethernet, and a whole-house generator. The expansive lower level offers exceptional versatility and ample room for a playroom, home gym, media/rec room. This is a rare opportunity to enjoy tranquility and natural beauty of Redding while remaining close to shopping, dining, schools and commuter routes. 1500+ sq ft of finished basement not included in the square footage

23 Lee Ln, Redding

83 Sherman Tpke, Redding
$805,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208230 MLS
Tucked back from a designated scenic road, 83 Sherman Turnpike offers the ease of one-level living in a peaceful and private Redding setting. Set on two acres bordered by town-protected open space, this classic ranch is surrounded by mature trees and established landscaping, creating a wonderful sense of privacy while still feeling connected to the community. Inside, hardwood floors run throughout the main level, where comfortable living spaces are centered around a wood stove and an easy, functional floor plan. A deck extends the living outdoors and provides a natural place to relax, dine, and enjoy the surrounding landscape. The finished lower level adds valuable additional living space and flexibility for a family room, home office, recreation space, or guest accommodations. Lovingly maintained by its current owners, the home has been thoughtfully cared for. Improvements over the years include a refurbished deck, an expanded back lawn, and a new stone parking area. Adding significant value for the next owner, a brand-new septic system is being installed. Comfortable and welcoming as it stands today, the home also offers an opportunity for its next owner to personalize the interiors and make thoughtful updates over time. The sellers are also offering flexible closing terms, providing buyers with additional options to structure a timeline that works for their needs. Located in the desirable Deer Hill neighborhood, the home

83 Sherman Tpke, Redding

22 Peaceable St Unit A, Redding
$2,850
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24209160 MLS
Enjoy peaceful Redding living with privacy, outdoor space, and ALL utilities included! Tucked away at the end of a shared driveway, this charming 2-bedroom, 1-bath above-garage residence offers a private, cul-de-sac-like setting surrounded by natural beauty. Inside, hardwood floors, abundant natural light, and a comfortable layout create a warm and inviting atmosphere. The kitchen features ample cabinetry, generous counter space, and an adjoining dining area. Two versatile bedrooms offer flexibility for a home office or guest space, while a dedicated laundry area adds everyday convenience. Step outside to a spacious deck, perfect for morning coffee, outdoor dining, or relaxing in the peaceful surroundings. An adjoining side yard provides additional outdoor space. Parking includes one dedicated garage space plus driveway parking. Enjoy the tranquility of Redding while being just a 5-minute drive to Georgetown, with convenient access to grocery shopping, restaurants, cafes, and everyday essentials. A wonderful opportunity to enjoy comfortable, low-maintenance living in a beautiful Redding setting!

22 Peaceable St Unit A, Redding

207 Redding Rd, Redding
$1,099,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209017 MLS
Classic New England charm meets modern luxury in this beautifully updated 1921 Colonial. Perfectly situated just minutes from the quaint Georgetown boutique shops , restaurants, and Route 7. Set on nearly half an acre lot, this home offers effortless living and entertaining inside and out. The heart of the home features a renovated eat-in kitchen with timeless marble countertops, a 4 seated island, and newer stainless-steel appliances. Entertain with ease in the formal dining room, unwind by the gas fireplace in the living room, or settle into the versatile sunroom - equally suited as a home office. Upstairs, the primary suite is a true sanctuary, complete with gas fireplace, a spacious walk-in closet and renovated spa-inspired bathroom with soaking tub. Two additional bedrooms and a well-appointed hall bath round out the second floor. The third level offers a wonderfully flexible carpeted family room - ideal as a playroom, media space, or guest retreat. Step outside to a stunning country backyard oasis with a fresh 1,200 square foot bluestone patio equipped with a built in DCS grill and cozy fire pit nook. With its flat, usable property, timeless architectural character, and every major update already done, this home is a rare find in one of Redding's most convenient locations.

207 Redding Rd, Redding

248 Simpaug Tpke, Redding
$699,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206309 MLS
Classic New England Charm in West Redding Center! This charming home offers far more than meets the eye. Hardwood floors flow throughout, beginning in the spacious living room, where a beautiful stone fireplace adds warmth, character, and timeless appeal. -------- The thoughtfully renovated kitchen features granite countertops, a center island, and stainless-steel appliances, all new in 2024, including an induction range. Just off the kitchen is a flexible den or dining room, along with a convenient mudroom/laundry room offering abundant storage and access to a three-quarter bath. The light-filled sunroom overlooks the private backyard, creating a bright and inviting place to relax. An additional room adjacent to the kitchen and dining area is perfect for a bar, playroom, or casual entertainment space. ----- Upstairs, you will find three bedrooms, an updated full bath, and a separate office. The walk-up attic is an unexpected bonus, offering excellent storage and exciting possibilities for a hobby space, studio, or whatever your imagination can create. ----- The property truly shines outdoors. Three separate patios provide multiple places to relax, entertain, or enjoy your favorite beverage. Established perennial gardens add beautiful seasonal color, while the property's location alongside the 170-acre Boy Scout Reservation provides exceptional privacy, with no neighbors directly behind the home or on one side.

248 Simpaug Tpke, Redding

11 John Read Rd, Redding
$25,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24204512 MLS
Experience one of Connecticut's most extraordinary country estates. Set amid hundreds of acres of protected farmland and forest, Open Farmhouse offers a rare opportunity to experience the quintessential New England lifestyle. This 1840s Greek Revival estate blends historic character with thoughtful modern comforts. Architectural details include multiple fireplaces and soapstone wood stoves, high ceilings with intricate crown molding, hand-plastered walls, and wood floors. At the heart of the home is a spacious kitchen anchored by a center fireplace and adjoining formal dining room. A classic central hall, two living rooms, and cozy library lead to a magnificent ballroom adorned with its original hand-blocked Dufour French wallpaper, Les Voyages d'Anthenor-an extraordinary setting for holiday gatherings or morning yoga. Upstairs, five bedrooms are appointed with antiques and internationally sourced accessories, comfortable furnishings, and cedar-lined closets, with three full baths nearby. The cellar features an authentic tavern with wet bar and fireplace, plus an adjoining scullery and laundry room. Outside, sweeping vistas unfold from two covered porches, a large patio, and landscaped grounds. Just 90 minutes from New York City, Open Farmhouse is a remarkable opportunity to become the steward of a historic Connecticut estate and immerse yourself in the beauty of the countryside.

11 John Read Rd, Redding

85 Mountain Rd, Redding
$668,000
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

121 Picketts Ridge Rd, Redding
$1,150,000
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

31 Granite Ridge Rd, Redding
$689,000
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.

31 Granite Ridge Rd, Redding

22 Great Pasture Rd, Redding
$699,999
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

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