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11 Fox Run Rd, Redding
$1,295,000
4 Beds ⋅ 4 Baths ⋅ 24219515 MLS
Set back behind gates in the highly desirable Umpawaug area of West Redding, this private retreat began as a one-room cabin, grew into a farmhouse in the mid-20th century, and was later expanded and reimagined by the current owner. Soaring ceilings, oversized windows, and open living spaces are balanced by intimate rooms, and the European-inspired design pairs historic character with modern comforts. At the heart of the home, the open kitchen, dining, and sitting area is centered on a wood-burning fireplace, creating a natural gathering place for everyday meals and entertaining. Luxury appliances bring modern function to the kitchen. Four bedrooms (first floor primary suite), three and a half baths, an office, living room, entertainment/rec room and laundry room complete the interior. Outdoors, the in-ground pool sits in its own private setting with a separate structure once used as a studio offering potential as a pool house or guest space. The property spans 2.41 acres, with deer fencing around the grounds.

11 Fox Run Rd, Redding

123 Cross Hwy, Redding
$975,000
4 Beds ⋅ 4 Baths ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 24218555 MLS
HIGHEST & BEST, MONDY 11/9 AT 5PM. 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 ⋅ 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 ⋅ 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

Black Rock Tpke, Redding
$599,999
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 ⋅ 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

76 Peaceable St, Redding
$1,400,000
3 Beds ⋅ 4 Baths ⋅ 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

131 Peaceable St, Redding
$985,000
4 Beds ⋅ 4 Baths ⋅ 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
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

23 Lee Ln, Redding
$935,999
4 Beds ⋅ 3 Baths ⋅ 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

115 Limekiln Rd, Redding
$2,295,000
4 Beds ⋅ 7 Baths ⋅ 24185787 MLS
REDUCED 200K! Architecturally Masterful design, inspired by famed architect HR Richardson's classic exteriors is married with a sophisticated, modern interior plan. This unique Redding estate home offers a scenic, private gated 9.54 acres and over 7200SF of modern living. The grand and gracious living room and dining rooms, formerly owned by a classical pianist, were utilized for elegant gatherings and concerts in the area & large enough for a concert grand. Warmed by a mantled fireplace with built-ins, the living area opens to a formal dining area to seat 12 special guests. The elegant foyer greets you with an expertly crafted, freestanding curved stair that leads to the upper floor. Adjacent to the dining room is a stark white kitchen with new quartz counters, an unusual contrast to the warm woods of the white oak floors and family room with stone,raised hearth fireplace. An adjacent Pecan wood study with walls of bookshelves and file drawers; an idea home office. A main level primary suite offers a series of custom closet built-ins & marble bath with shower, double sinks and even a bidet; a private owner retreat. Also, on this level is an excercise room w/whirlpool tub, sauna & full bath. Head up the back stair to the 2nd level w/2 bedroom suites, one serving as an ideal studio, with sink and an additional bedroom with large marble bath. A third bedroom & another full bath. The lower level offers a game room w/wood stove, office & den/ library wall.

115 Limekiln Rd, Redding

83 Sherman Tpke, Redding
$805,000
4 Beds ⋅ 2 Baths ⋅ 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

207 Redding Rd, Redding
$1,099,000
4 Beds ⋅ 2 Baths ⋅ 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 ⋅ 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

85 Mountain Rd, Redding
$668,000
5 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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 ⋅ 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. Home is sold "as is".

31 Granite Ridge Rd, Redding

15 Fire Hill Ln, Redding
$849,000
4 Beds ⋅ 3 Baths ⋅ 24199054 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home nestled on a peaceful cul-de-sac in desirable West Redding. Set on 2.05 gorgeous acres surrounded by mature trees, this property offers a wonderful combination of privacy, space, and natural beauty. Offering timeless Colonial charm with stylish updates and comfortable modern living, this exceptional property is truly move-in ready. The home boasts hardwood floors throughout creating a warm and elegant flow from room to room. Spacious living areas are perfect for both everyday living and entertaining, with a beautiful fireplace providing a warm and welcoming focal point. The updated kitchen offers a fresh, modern feel, while the updated bathrooms add style and convenience. A wonderful three-season room extends the living space and provides the perfect spot to relax, enjoy morning coffee, or take in the peaceful surroundings. Step outside onto the large deck, ideal for summer entertaining, outdoor dining, or simply enjoying the tranquil setting. Upstairs, four spacious bedrooms provide plenty of room for family, guests, or a home office. The primary bedroom offers a comfortable private retreat, while the additional bedrooms provide flexibility for a variety of needs. Set in the scenic and sought-after town of Redding, this beautiful home combines classic Colonial character with thoughtful updates and exceptional indoor-outdoor living.

15 Fire Hill Ln, Redding

19 Olmstead Rd, Redding
$499,900
2 Beds ⋅ 2 Baths ⋅ 24197883 MLS
If you want to enjoy all that Redding has to offer without the upkeep of a large home and expansive yard, this charming home may be just what you're looking for. Located in a quiet West Redding neighborhood, this home sits on an inviting corner lot and offers classic New England character throughout. As you enter through the enclosed front porch, you're welcomed by a wonderful sense of charm. The front door opens into the kitchen, which flows into a sun-filled, open-concept living and dining area featuring a fireplace and access to the rear deck overlooking the neighborhood. The first floor also includes a comfortable den and full bath. Upstairs, you'll find a primary bedroom with its own full bath, a second bedroom, and ample storage tucked into the eaves off the hallway. The lower level provides laundry, generous storage space, and a one-car garage. Whether you're looking to move right in or renovate and make the home your own, this property offers an appealing alternative to condominium living, with the privacy and character of a single-family home and far less maintenance than a larger Redding property. A great opportunity to enjoy Redding without taking on a large house and yard. Click on the link for the virtual tour.

19 Olmstead Rd, Redding

286 Black Rock Tpke, Redding
$1,297,500
5 Beds ⋅ 5 Baths ⋅ 24191583 MLS
Timeless New England Charm. Exceptional Outdoor Living. Tucked into 2.37 acres of beautifully established, park-like grounds, this distinctive Redding residence offers a captivating blend of historic character, modern comfort, and inviting indoor-outdoor living. Light-filled rooms, exposed beams, hardwood floors, and five fireplaces create warmth and character throughout. An updated chef's kitchen and adjoining family room open to a deck nestled among the trees, while gracious gathering spaces invite everything from quiet evenings to lively celebrations. Outdoors, mature trees, sweeping lawns, stone walls, and winding brick walkways create a picturesque retreat. A spectacular 1,000-square-foot stone terrace with a working fireplace offers an unforgettable setting for dining, entertaining, and enjoying the changing seasons. With five bedrooms, four and a half updated baths, and more than 4,100 square feet, the home offers exceptional versatility, including a separate entrance ideal for a private home office or study. Known as the Rebecca Denison Homestead, the property's history dates to 1708, with the present Greek Revival residence built in 1824. Nestled in scenic Fairfield County, Redding offers natural beauty, preserved open spaces, highly regarded schools, and a peaceful country lifestyle within convenient reach of New York City.

286 Black Rock Tpke, Redding

299 Redding Rd, Redding
$859,000
4 Beds ⋅ 4 Baths ⋅ 24181978 MLS
Back on the market with a fresh new lawn, this completely move-in ready home blends timeless architectural character with the seamless luxury today's lifestyle demands. The gourmet chef's kitchen boasts a stunning waterfall quartz island and high-end appliances. The open-concept main level features two living rooms with beautiful fireplaces and a spacious dining room, along with a first-floor bedroom-ideal for guests or a home office-and a mudroom with a laundry area. Upstairs, the expansive primary suite serves as a true private retreat, featuring a generous walk-in closet and a spa-like bathroom. Two additional bedrooms on this level provide ample space for family or guests. The finished, versatile attic showcases cathedral ceilings and currently serves as a family room and gym, offering endless possibilities for your lifestyle needs. The finished walk-out basement is an entertainer's dream, complete with a wet bar, built-in speakers, and a contemporary powder room. Outside, enjoy a spacious deck, while a two-car attached garage and semi-circular driveway accommodate multiple vehicles. Perfectly positioned in the desirable Georgetown neighborhood, this home offers peaceful wooded surroundings with convenient access to shopping, dining, and major routes.

299 Redding Rd, Redding

18 Church St, Redding
$1,275,000
3 Beds ⋅ 3 Baths ⋅ 24176717 MLS
Known as the Aaron Davis House, ca. 1848, this exceptional historic Georgetown residence blends authenticity, artistic craftsmanship, and modern versatility in one of Redding's most cherished neighborhoods. Set on a beautifully landscaped property, it offers a rare opportunity to own a significant piece of local history while enjoying spaces thoughtfully adapted for contemporary living. Original historic glass windows, period architectural details, and carefully preserved character reflect the home's rich heritage, while custom renovations showcase an extraordinary level of artistry throughout. Hand-applied decorative finishes, bespoke design elements, & thoughtfully curated materials create interiors that are both timeless & distinctive. Light-filled living spaces, inviting gathering areas, & a seamless connection to the spacious deck & surrounding gardens lend the home warmth, texture, and sophistication. A truly remarkable feature of the property is the detached carriage house, rebuilt on the site of the original barn and extensively updated. Offering 2 extended garage bays below w/48amp car charger & approximately 1,067 SF of finished space above, the structure serves as a private studio. Features include a private office, loft-style workspace with skylights, kitchenette, full bath, and a deck overlooking the grounds. Whether used for remote work, creative pursuits, a guest space, or simply as a place to escape and recharge, it is an exceptional extension of the property

18 Church St, Redding

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