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$724,900
4 Beds ⋅ 2 Baths ⋅ COMING SOON 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
$849,500
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206027 MLS
Your search ends here and a remarkable new chapter begins in this beautifully maintained 6 bedroom, 3 bath Saltbox Colonial. Offering 3 fireplaces and 3 levels of gracious living, including an ideal in-law or au pair suite, this home provides the perfect blend of comfort, flexibility, and timeless appeal for extended family living. The main level features a formal dining room with fireplace and built-ins, a renovated kitchen with granite countertops and stainless-steel appliances, 2 bedrooms, a full bath, and a family room that opens to an oversized, upgraded deck. The upper level showcases a spacious front-to-back primary bedroom with an office area, walk-in closet room, additional closets, 2 more bedrooms, and a walk-in cedar closet. The walk-out lower level offers a private entrance, kitchen, full bath, bedroom, and living area with fireplace, creating wonderful space for guests or multigenerational living. Recent improvements include the heating system, roof, gutters, chimney, garage doors and generator hookup. Set in a quiet yet convenient location with a fully fenced yard, this home is just minutes from schools, shopping, parks, recreation, golf courses, and major commuter routes including Rt 7, Rt 58, I-84, and the Merritt Parkway.

451 Newtown Tpke, 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
$750,000
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
$1,279,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24204798 MLS
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
$760,000
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
$3,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24204007 MLS
This charming and beautifully renovated two-bedroom, one-bath freestanding cottage is a must-see! Ideally located just minutes from Bethel, Danbury, and Ridgefield, this home offers both convenience and comfort. The recent renovations feature a modern, designer bathroom and a stylishly appointed kitchen. The main living areas boast hardwood floors, while the eat-in kitchen has durable LVP flooring. A lovely private yard is easily accessible through a sliding door from the kitchen. The rental price is all-inclusive, covering electric, heat, cooling, and water. Private in-unit laundry is also provided, with the tenant only responsible for insurance and optional cable/internet. To top it all off, the property is managed by a fantastic landlord who resides in the main house on the property.

90 John Read Rd Unit A, Redding
$995,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24203939 MLS
You'll love this true nature lover's retreat, just 60 miles from NYC! Bordering 280 acre Topstone Park, this rare gem is a special place to call home. It underwent a total rebuild in 2003, resulting in a home that feels both timeless & entirely current. The professionally landscaped grounds burst with color creating a seamless connection between the indoors & the gorgeous natural landscape.At the heart of the home a chef's kitchen serves as the ultimate gathering spot, flowing into the dining/liv. areas. Here, soaring cathedral ceilings & large windows invite the light in.The charm of this home lies in its "not a cookie-cutter" personality. You'll find delightful nods to its heritage, like original oversized planked floors, exposed brick, paired with the rustic warmth of hand-hewed beams and hardwood floors that run throughout most of the home. With 3-4 beds and 2 fpls, the layout is as functional as it is beautiful. The primary suite on main level with walk-in closet & full bath is ideal. The lower level is a revelation, with high ceilings, a massive fireplace, bath & private entrance offering incredible potential. As a model of modern efficiency, a new roof was installed with a cutting-edge solar power system in 2023 with a prepaid 25-year assumable lease:this system currently generates more energy than the home consumes, providing a massive financial benefit. Having a nature sanctuary bordering your prop. with a beach, trails & boating is the ideal place to call home.

149 Old Redding Rd, Redding
$749,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE 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
$900,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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
$4,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200923 MLS
Comprehensive renovation completed on this charming circa 1800 cottage retaining exposed beams & all of the original charm, yet like new. Top location in West Redding, this cottage feels completedly separate, but it's part of a larger estate set on 7.81 acres & surrounded by over 200 acres of the Redding Land Trust's Scott's Preserve. The main house (#33) is set way back down a long driveway (please do not drive down) while the cottage is in front with it's own mailing address (#37), plus it's own detached 2 car brick garage. The idyllic setting showcases a white picket fence, gorgeous stone patio, plus mature flowering trees & gardens. The entire cottage was completely updated with new windows, hardwood floors, HVAC, plus designer appointments including all new kitchen & baths. Approximately 1,250 sf total with 3 BRs & 2 full baths, each with radiant heated floor. The main level offers the beamed/vaulted living room with gorgeous original stone fireplace. The open floor plan includes a dining area plus a beautifully appointed new kitchen with custom cabinetry, stainless steel appliances, quartz counters, plus pantry & separate closeted stackable laundry. The staircase to the 2nd floor leads to the primary suite with luxe private bath with radiant heated floor & walk-in closet. Landlord is including mowing, driveway plowing, grounds maintenance and all utilites except cable/internet. Pets considered on case by case basis. Ready for immediate occupancy. Special!

37 Peaceable St Unit Cottage, Redding
$529,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$1,495,000
6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24197397 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
$500
ACTIVE Status ⋅ 24197260 MLS
There is a 1 Bay garage and a dry storage area. They can be rented together or separately

96 Portland Ave, Redding
$399,900
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194246 MLS ⋅ Georgetown Place BLDG.
NEW PRICE - $399,900! Spacious, Sun-Filled Condo with Exceptional Loft Flexibility! Looking for more space without the price tag of a traditional two-bedroom? This charming Georgetown condo offers a bright, open layout plus a generously sized loft with endless possibilities. Vaulted ceilings and abundant natural light create an airy, inviting main living space, while the expansive loft provides valuable additional square footage that can be customized to suit your lifestyle. Use it as a home office, guest retreat, gym, creative space, or create a dedicated sleeping area with added separation for greater privacy. There is plenty of room to design the space around your needs. The main level features an open-concept living and dining area, updated kitchen appliances, and a spacious primary bedroom with a walk-in closet. An exceptionally large private storage unit provides even more room for everything you want to keep close at hand. Recent improvements include a 2025 heating system, electric heat pump and hot water heater; 2024 exterior painting; 2023 range and microwave; and 2022 dishwasher and washer/dryer. If you're searching for a home that offers the feel and flexibility of significantly more living space, this is one you won't want to overlook. Come see how the versatile loft can transform the way you live!

56 Portland Ave Unit 3, Redding
$1,329,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191583 MLS
The Rebecca Denison Homestead, established in 1708 with the present Greek Revival residence built in 1824, is a rare historic offering that beautifully combines architectural significance with modern-day living. Listed with the Connecticut State Historical Commission, this exceptional property is privately situated on 2.37 park-like acres and showcases timeless craftsmanship, meticulous maintenance, and thoughtful updates throughout. Offering more than 4,100 square feet of living space, this distinguished 12 room residence features 5 bedrooms, 4 updated full baths, and an updated half bath. Details include the original historic front door, exposed beams, paned windows, hardwood floors, five fireplaces (one gas fireplace in the family room and four wood-burning fireplaces), and abundant natural light throughout. Designed for both elegant entertaining and comfortable everyday living, the home offers gracious living and dining spaces with exceptional versatility, including a private entrance to a potential home office, study, or guest suite with Jotul cast iron gas stove. The chef's kitchen serves as the heart of the home, featuring high-end appliances, modern finishes, a large center island, generous pantry with prep sink, additional refrigerator, and abundant workspace. The kitchen flows seamlessly to the expansive deck, creating a wonderful indoor-outdoor living experience.

286 Black Rock Tpke, Redding
$899,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24189050 MLS
Expansive colonial home on 2.62 private acres in top West Redding location with mature trees & flowers, stone walls, large deck for outdoor enjoyment, & 3 car garage. This light-filled home offers a grand foyer with two story staircase, open to the adjoining living room & dining room for ease of entertaining. The elegant living room features custom millwork including the impressive coffered ceiling & custom fireplace surround. Gather family & friends in the lovely oversized dining room with graceful arched opening & hardwood floor. The heart of this spacious home is the 29' kitchen with center island & sunny dining area with walls of windows & French door to the deck. The kitchen opens directly to the soaring vaulted family room with dramatic floor to ceiling stone fireplace, skylights, built-in display shelving, hardwood floor, & double set of French doors to the inviting deck and sprawling level side yard. There's room to spread out on the second floor too - the stylish primary suite offers a vaulted ceiling, third fireplace, more custom built-ins, huge walk-in-closet, plus marble bath with double vanity, jetted tub, & separate shower. There are three additional spacious bedrooms, all with hardwood floors, including one with a private half bath, plus the shared hall bath, convenient laundry room, and back stairway. Don't miss the huge lower level & attic with tons of storage. Idyllic natural setting, yet moments to shops, restaurants, train, & just 60 miles to Midtown.

123a Peaceable St, Redding
$975,000
ACTIVE Status ⋅ 24188749 MLS
Listing is for 2 previously approved building lots, 4.09 acres and 3.479 acres. Lots have been rough graded, 2 septic's installed, build your dream house, build 2 homes, horse property? property tax is combined amounts of both lots. More photos to come

26 & Rd, Redding
$624,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24184928 MLS
Welcome to your dream home, ideally located just steps from Devil's Den Park Trail. Set on nearly an acre of beautifully private land, this fully updated property offers the perfect blend of comfort, space, and modern style surrounded by nature. From the moment you arrive, you'll notice the brand-new roof, new siding, freshly painted interior, and rich hardwood floors that flow throughout the home. New light fixtures add a bright, contemporary feel to every space, enhancing the home's clean and updated look. The kitchen has been completely transformed with high-quality Wren Kitchens cabinetry, brand new appliances, and elegant quartz countertops, creating a space that is both stylish and highly functional for everyday living and entertaining. The living room features an updated fireplace that brings warmth and character, making it a cozy focal point for relaxing evenings. Just off the dining area, step out onto an oversized patio complete with a fire pit, perfect for hosting gatherings or enjoying peaceful nights outdoors. Each bedroom and bathroom has been remodeled with attention to detail, offering comfort and a fresh modern finish throughout. The fully finished basement expands your living space with a bedroom and full bathroom, along with a convenient walkout entrance that adds flexibility for guests or multi-use living. An attached one car garage and oversized driveway provide plenty of parking and everyday convenience.

70 Dayton Rd, Redding
$879,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24181978 MLS
Back on the market with a fresh new look! The sellers have professionally seeded the yard, offering the ultimate fresh start with a brand new lawn coming in nicely. Experience modern luxury in this beautifully renovated Colonial. The gourmet chef's kitchen boasts a massive waterfall quartz island and high-end appliances. 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 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. 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, 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

299 Redding Rd, Redding
$1,170,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178497 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
$1,245,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24158172 MLS
Private Cul-de-Sac Colonial on 2.95 Acres in Redding! Desirable custom-built Center Hall Colonial privately set at the end of a cul-de-sac abutting protected Green Acres land for exceptional privacy and natural beauty. Professionally landscaped with classic stone walls and mature trees, picturesque views of neighboring horse property and ample space for a pool and tennis court. A dramatic two-story foyer with custom crown molding sets the tone for the home's refined yet inviting interior. The formal living room boasts a wood-burning fireplace with marble surround. The formal dining room is enhanced by custom millwork, perfect for entertaining. The open floor plan flows effortlessly into the spacious kitchen and 2 family rooms, each with wood-burning fireplaces. The walk-out finished lower level provides additional living space ideal for a media room, home office, gym, or guest suite. Located in the sought-after town of Redding, known for preserving the tranquility and beauty of traditional New England countryside, this home offers both privacy and convenience. Redding boasts an award-winning school system and has twice been ranked the #1 small town by Connecticut Magazine. With easy access to I-95, I-84, the Merritt Parkway, Metro-North rail service to New York City, and major airports. 11 Long Meadow Lane is ideally positioned for both commuting and weekend living. The NY Times aptly describes Redding as "an upscale town with upcountry style.

11 Long Meadow Ln, Redding
$799,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24178600 MLS
Beautifully professionally landscaped, level 2-acre lot on the peaceful end of Newtown Turnpike, this charming 3-bedroom, 2.5-bath. Cape combines classic character with modern living. The home has been meticulously maintained and upgraded, offering a perfect retreat in the heart of Redding. Step into the heart of the home: a brand-new custom kitchen featured in the recently added expansion. Designed with both style and functionality in mind, the kitchen boasts white shaker cabinets, quartz countertops, a spacious center island with built-in microwave and beverage fridge, and high-end stainless steel appliances, including a gas cooktop and double-door refrigerator. Two large gold pendant lights and recessed lighting highlight the vaulted ceilings, creating a bright and luxurious atmosphere ideal for cooking and entertaining.

471 Newtown Tpke, Redding
$1,395,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 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
$1,025,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24176689 MLS
Ideal setting and location! This spacious 12 room split level home tucked away on a country lane in the heart of Redding, offers the perfect blend of privacy, charm, and versatility. Set on 3.64 acres, this unique property features a spacious main residence with an open floor plan providing easy living, hardwood floors, an expansive primary suite, in-ground concrete pool, Ironwood deck, and peaceful wooded surroundings, creating an ideal setting for relaxing or entertaining. There are three levels of living with an additional finished area in the walk out basement. A detached two-car garage with space above provides excellent potential for guests, extended family, or a home office. This special property delivers the quintessential Redding lifestyle with easy access to commuting routes and nearby amenities.

16 Shady Ln, Redding
$7,725,000
7 Beds ⋅ 13 Baths ⋅ ACTIVE Status ⋅ 24164249 MLS
Exquisite Nantucket-style country estate magnificently sited on seven sprawling acres in Redding, CT's coveted Umpawaug neighborhood. Comprised of three extraordinary residences, this masterfully crafted 2008 HOBI award-winning compound offers 13,904 sf of carefully constructed living space with meticulous architectural details, effortlessly balancing timeless elegance with modern function. The main residence greets with a sweeping two story entry bathed in natural light, flanked by gracious formal living & dining rooms with fireplaces. The heart of the home, a chef's kitchen with custom cabinetry, high-end appliances, butler's pantry & French doors to an expansive terrace, seamlessly integrated with spectacular grounds. Additional main-level highlights include great room & study with fireplaces, steps from a serene covered porch; mudroom, full bath, & attached three-car garage. Upstairs, a primary suite sanctuary with fireplace, sitting room with wet bar, dressing room with custom cabinetry & spa-like bath with soaking tub & steam shower. Completing the 2nd floor, four additional bedrooms featuring en-suite baths & walk-in closets, family room and laundry. On the 3rd level, 2nd office, gym, half bath & ample storage. Elevator to wine cellar, home theater, billiards room & walkout au pair suite; commercial grade utilities & generator. Award-winning pool house, carriage house with in-law suite, heated gunite pool, spa & manicured grounds complete a remarkable legacy property.

206 Umpawaug Rd, Redding
$1,325,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24175555 MLS
You will take a deep breath as soon as you drive through the beautiful and tranquil landscape of this part of Redding. As you approach the driveway you are greeted by a large antique barn for storing Animals/Cars/Toys. driving down the driveway you see the large colonial farmhouse with expansive front porch 5 bedroom and 4 full baths. The flexible open floor allows for easy daily life as well as being great for entertaining. Kitchen has a huge pantry and large island overlooking a stone fireplace in Living room and dining area. 1st floor ensuite with entrance to front porch(Could be great for in-law, nanny or office.) A Large mudroom leads to an oversized 3 car garage. There is a huge playroom over the 3 car garage. The large patio is a great spot to sun or watch nature. Miles of hiking trails are steps from the front door. The house has a large walk up attic for storage in addition to the 2000 unfinished sq ft in basement with walkout utility garage door.

28 Goodridge Rd, Redding
$15,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24175407 MLS
Privately nestled on over three spectacular acres, this exceptional gated 5 bed/4 bath estate delivers a lifestyle rarely found in Fairfield County. Blending striking architectural design with warm, inviting living spaces, the residence was crafted for both elevated entertaining and everyday comfort.Inside, soaring vaulted ceilings, expansive walls of glass, and dramatic open-concept spaces create an atmosphere that is both sophisticated and relaxed. A chef's kitchen with separate prep kitchen anchors the home, while multiple lounges, recreation spaces, gym, sauna, media room, and a signature English pub offer endless opportunities to unwind and entertain. Outside, the property transforms into a true private resort. Enjoy a sparkling pool and spa, pool house/guest house, beautifully landscaped grounds, and a multi-use sport court designed for tennis, pickleball, basketball, and even seasonal skating. Located just minutes from Westport, Georgetown, Ridgefield, dining, shopping, and train access, this extraordinary furnished rental offers the perfect balance of luxury, privacy, and convenience. Unfurnished option as well.

142 Seventy Acre Rd, Redding
$995,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$499,000
ACTIVE Status ⋅ 24172380 MLS
Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

65 Umpawaug Rd, Redding

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