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241 Black Rock, Redding
$4,000,000
6 Beds ⋅ 11 Baths ⋅ 170562604 MLS
Love life? Love it even more when you arrive home to this exquisite Normandy Chateau with all the special attributes you would expect from a luxurious estate. Set on over 19 acres of lush property, the setting is nothing but idyllic with beautiful gardens, wide open pastures, koi ponds and scenic water views. The best surprise is how inviting & comfortable the home truly is. Of course, there are the fabulous formal living & dining spaces one would expect to find, and a chef's kitchen any culinarian would find a delight, but the amenities are what make this residence one-of-a-kind. Start your staycation lounging at the pool, then enjoy lunch al fresco on the terrace, relax in the sauna and then meet up at the bar for a cool beverage. After dinner, take a sunset sail in the canoe on the pond and then catch a movie in your private theater. Still not ready to end the evening? Head up to the recreation room for a game of ping pong or chess. Retire to the first-floor primary bedroom suite with a spa-like bath & two-story custom/cedar closet. Each of the five family bedrooms has a full bath & unique nook for imaginative play. Just a few of the many special features: European-style windows, reclaimed wood beams, antique slate roof tiles, a potting room. Highly sophisticated infrastructure with a fire sprinkler system, four high-efficiency Buderus boilers, generator, two floors of radiant heat & more. Install paddock and barn & bring the horses. Come & love life in Redding, CT!

241 Black Rock, Redding
240 Umpawaug Rd, Redding
$3,975,000
6 Beds ⋅ 6 Baths ⋅ 24181754 MLS
Steeped in history and natural beauty, the Charles Ives House (ca. 1913) is a masterfully restored 18-acre West Redding summer retreat where the famed modernist composer lived and created his signature works. Designed and built by Ives himself, this iconic Arts and Crafts estate seamlessly pairs vintage authenticity with ultra-luxury modern updates. Inside, original architectural integrity shines. The spectacular great room features a double-height wood-beamed ceiling, a stunning original paned picture window, and custom staircase balusters subtly crafted to resemble musical staff notes. A country-chic chef's kitchen boasts elite appliances (La Cornue, Miele, Bosch), a cozy built-in banquette, and a fireplace inset with original vintage tile. The second-level primary suite offers panoramic views of the lush, pastoral grounds, a luxurious marble bath, and an expansive walk-in closet. Retain your own inspiration in the original music studio/office where Ives composed, complete with untouched original hardwood floors. The extraordinary 18-acre grounds double as a private resort, featuring a charming 1BR guest cottage (ca. 1900), a heated Gunite infinity-edge pool and spa, a tennis court, and a classic century-old timber frame barn with a new foundation and roof. Effortlessly sophisticated, enchantingly rustic, a rare opportunity and an absolute masterpiece of living history.

240 Umpawaug Rd, Redding
24 Mark Twain Ln, Redding
$1,800,000
4 Beds ⋅ 5 Baths ⋅ 24193453 MLS
A once-in-a-generation offering. Once part of the Redding's historic Samuel Clemens (Mark Twain) estate, this extraordinary 5.41 acre property was later home to renowned American Abstract Expressionist painter Robert Natkin, whose creativity inspired its remarkable evolution. Set beside the 161-acre Stormfield Preserve, this secluded private compound offers miles of hiking trails just beyond your doorstep. The understated approach gives way to an unforgettable interior where architecture masterfully employs "compression and release". Step through the glass entry and the home unfolds to a spectacular designer-renovated chef's kitchen with Wolf range/double ovens, Sub-Zero refrigerator, quartz waterfall island, wet bar and a full wall of glass that opens creating seamless indoor-outdoor living to the screened porch, heated saltwater pool and sweeping grounds, ideal for entertaining on any scale. Every principal room captures views of the surrounding landscape, creating a seamless connection to its setting. A climate-controlled studio with 9' glass garage doors opening to the landscape-equally suited as an art studio or fitness space. Designed for multi-generational living with first and second-floor primary suites, three ensuite bedrooms, guest/in-law/au pair apartment, workshop, entry gallery and temperature controlled pole barn for collectors, equestrians, car enthusiasts or hobbyists. R-2 zoning on 5.41 acres offers possible subdivision potential with due diligence.

24 Mark Twain Ln, Redding
32 Beeholm Rd, Redding
$1,799,000
5 Beds ⋅ 4 Baths ⋅ 24095809 MLS
Your exceptional 24+ acre private oasis awaits. This significant piece of Redding's natural beauty offers more than just a home; it includes two charming rustic cottages, adding an impressive 1,023 sq. ft. (#A) and 982 sq. ft. (#B) of versatile living space. Each cottage features 1 bedroom and 1 bath, providing ideal accommodations for guests, extended family, caretakers, or a steady revenue stream. The heart of this estate is a mid-century contemporary main house with 3 bedrooms and 2 baths, offering a unique architectural style and ample living space. With good bones and a timeless design, this home presents a fantastic opportunity for personalization and updating to create your dream residence. Step onto your own private sanctuary and explore tranquil Hazen Pond, a sprawling meadow, and a mature fruit tree orchard (awaiting your personal touch to bring it back to its full glory). This expansive property provides endless possibilities for outdoor enjoyment, from peaceful strolls to active recreation. Plus, you'll love the convenience of being adjacent to the Arthur F. Brinkerhoff Nature Preserve and just minutes from Devil's Den Preserve for incredible hiking. Imagine the possibilities! With abundant open space & natural surroundings, this property is perfectly suited for those seeking a private escape and offers the perfect canvas for your vision.

32 Beeholm Rd, Redding
42 Topstone Rd, Redding
$1,700,000
4 Beds ⋅ 4 Baths ⋅ 24157966 MLS
Nestled on three private acres in highly sought-after Redding, Connecticut, with a private backyard gate entering directly into Topstone Park, this exceptional property offers a lifestyle defined by tranquility, privacy, and space. Surrounded by mature trees and drenched in natural light, the home embodies the timeless charm that has earned Redding its reputation as the 'Vermont of Connecticut". Designed with entertaining in mind, the resort-style backyard is a true retreat featuring a heated in-ground pool with spa, an inviting outdoor fireplace, and expansive, fully fenced grounds perfect for year-round enjoyment. A newly paved driveway adds to the home's impressive curb appeal and arrival experience. Inside, thoughtful modern upgrades ensure both comfort and efficiency, including energy-efficient electric heat pumps with central air conditioning, updated garage doors, and a whole-house generator that also services the finished barn. The kitchen is equipped with premium Thermador appliances, including a high-end oven, cooktop, and dishwasher, ideal for both everyday living and hosting. Providing incredible versatility, the 400 sq ft finished barn serves as a premier home office, fitness studio, or creative retreat, further extending the home's expansive living and entertaining potential. Move-in ready and meticulously maintained, this property offers a rare combination of privacy, functionality, and upscale living in a peaceful, natural setting all just minu

42 Topstone Rd, Redding
37 Chalburn Rd, Redding
$1,700,000
5 Beds ⋅ 5 Baths ⋅ 24126699 MLS
Private waterfront retreat! Located on one of Redding's most pristine and swimmable lakes, this 4-5 bedroom residence sits directly on Umpawaug Pond, with two docks-perfect for daily swims, kayaking, or simply soaking in the serenity of the water. Set on over 10 acres, the property offers unmatched privacy and is one of only four homes on this tranquil body of water. Much of the lake itself is owned by this property, making it a truly unique offering. Floor-to-ceiling windows and light-filled spaces bring the outdoors in, showcasing sweeping views of the lake and surrounding woodlands. The heart of the home is a brand-new kitchen with a direct lake view, ideal for both everyday living and entertaining. With flexible bedroom space (4-5 bedrooms), there's room for family, guests, or a dedicated office. Located just minutes from shopping, downtown Ridgefield, the train, and major commuting routes, 37 Chalburn Road combines the peace of a quiet country town with convenient access to all the area has to offer. Redding is known for its wonderful schools, natural beauty, and small-town charm.This is more than a home-it's a lifestyle of waterfront living, privacy, and everyday connection to nature.

37 Chalburn Rd, Redding
110 Sport Hill Rd, Redding
$1,650,000
5 Beds ⋅ 6 Baths ⋅ 24165654 MLS
A rare blend of scale, privacy and value, this beautifully maintained Redding retreat offers over 6,000 square feet of flexible living space. From the gracious front entry, the home unfolds with purpose and ease. To the right, a private library/home office creates a quiet place to work. Straight ahead, the living room frames peaceful views of the pool and grounds, while the formal dining room leads toward the heart of the home: a large eat-in gourmet kitchen open to an impressive family room with soaring ceilings, walls of windows, and abundant natural light overlooking the property. The traditional second floor offers a spacious primary suite with walk-in closets and serene backyard views, along with three additional bedrooms. The finished lower level adds tremendous versatility, featuring a large suite and lounge area ideal for guests, au pair, or in-law living, with direct access to the mudroom, garages and a separate exterior entrance. A second exterior entrance leads to a fully private studio or workshop. Outdoor living is a standout, with an expansive deck surrounding the pool and generous space for entertaining, relaxing and enjoying the private setting. The detached pool house/guest house adds incredible flexibility with a living area, kitchenette, bedroom and loft space. With exceptional square footage, privacy, lifestyle amenities and tremendous value compared with pricing being achieved in surrounding Fairfield County towns, this is a must see property.

110 Sport Hill Rd, Redding
15 Silversmith Ln, Redding
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24167129 MLS
Artisan Craftsmanship Meets Modern Autonomy - Your Private Oasis Awaits! Nestled on 4 idyllic, professionally landscaped acres at the end of a quiet cul-de-sac, this spectacular 2002 post-and-beam is a perfect blend of artisan craftsmanship and modern design. Built to exacting standards, this "one-of-a-kind" residence presents a dramatic, flexible open floor plan bathed in natural light through walls of windows highlighting exposed beams, soaring ceilings, and rich hardwoods. The chef's kitchen gleams with cherry cabinetry, upscale appliances, and quartz and limestone finishes. The home features a much-desired bedroom suite on the main floor as well as a primary suite upstairs, two additional bedrooms and a sleeping loft! Outdoor living is unrivaled: a heated Gunite salt-water pool, an expansive stone patio and fireplace, a wrap-around porch with panoramic views of the lush landscape, gardens, and a private stream-fed pond with a fountain. Beyond the beauty lies incredible efficiency. This home boasts high-efficiency mechanicals, seamed metal and arch shingle roofing (2021), a whole-house generator, on-demand hot water system, propane/HW system, pond-fed irrigation system, electric car charger, and a 1000-gallon propane tank for up to two weeks of off-grid autonomy. Sophisticated, secure, loaded with character, immaculate and artfully designed. This is the dream lifestyle realized - a mini-resort in the Summer, a wonderland in the Winter and very, very special.

15 Silversmith Ln, Redding
128 Black Rock Tpke, Redding
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 24168509 MLS
Set in the heart of charming Redding, Connecticut, this meticulously maintained home offers the perfect blend of New England character, modern efficiency, and everyday convenience. Known for its award-winning schools, scenic walking trails, and peaceful, serene surroundings, Redding provides an exceptional lifestyle-and this property places you right in the center of it all, just minutes to the high school, hiking trails, and major commuting routes (59 miles to Midtown). Privately set back from the road, the home is surrounded by beautiful, thoughtfully designed, low-maintenance landscaping, including mature hydrangeas that frame the outdoor spaces. Outdoor entertaining is enjoyed with the spacious bluestone patio, separate firepit area and outdoor audio system. Ample room for a future pool if desired. Inside, pride of ownership is evident throughout the expansive 4,000 square feet of living space. With custom Cedar entry doors, custom details throughout, and 10-foot ceilings on the main level, every detail is thoughtfully executed. The gourmet eat-in kitchen features an expansive limestone counter, Sub-Zero, Viking, and Bosch appliances, a coffered ceiling, and a wood-burning fireplace. Upstairs, four bedrooms include a spacious primary suite with a drop-dead gorgeous walk-in fitted closet and spa bathroom. The layout could also support an in-law suite

128 Black Rock Tpke, Redding
35 Diamond Hill Rd, Redding
$1,600,000
5 Beds ⋅ 3 Baths ⋅ 24119153 MLS
Never before on the market! A true once-in-a lifetime opportunity to own an architectural gem! This custom mid-century Deck House, built and lovingly maintained by its original owners, has been thoughtfully expanded and updated over the years to meet the evolving needs of modern living-all while preserving its timeless design. Flooded w/ natural light and offering unmatched privacy, this home is perfectly sited on a stunning 2.48 -acre parcel. Mature trees, lush rhododendrons, and sweeping views of surrounding open space create an idyllic retreat just 6 minutes from Georgetown center, Carluzzis market and the Redding Metro North train station. Key Features include: **A 15x50 Gunite heated lap pool with bluestone patio and outdoor lighting, **A separate 160SF pool cabana with bath and its own dedicated septic system, **A 600SF Heated and Cooled Artist/Yoga studio- Featuring Vaulted ceilings, skylights, beams, and designer lighting. **A 720SF Detached Two-Car Garage with additional storage and attached workshop/potting room, ** two large wooden framed detached sheds for wood and tool storage, **Multiple outdoor entertaining areas including a partially covered, expansive and elevated wrap-around-deck overlooking the stunning grounds and pool area. With nature views from every room and abutting acres of preserved open space, this property offers peace, inspiration and the rare chance to own a truly iconic and magical piece of West Redding history!This is your needle in a haystack

35 Diamond Hill Rd, Redding
36-40 Fox Run Rd, Redding
$1,585,000
4 Beds ⋅ 4 Baths ⋅ 24155674 MLS
CT Country Estate on 5.46 acres (#36) + Separate 2.17 acre building lot (#40) - Highest attention to detail in this quintessential New England colonial featuring attached garage plus detached cheery red carriage barn w/storage loft on total 7.63 pastoral acres in top West Redding location adjacent to Redding's cherished, 161 acre, Stormfield Preserve. It's hard to believe that this classic CT country estate has its roots in a circa 1938 Bauhaus home. In 1989, with the help of renowned Westport architect John Wagner, the owners completed a down to the studs renovation plus extensive 3 story addition resulting in a seamless transformation - new entrance foyer, open concept living & dining rooms, expanded primary suite, bath & dressing room, plus new walk-out lower level. Everything was built w/the highest attention to detail including custom cabinetry, built-ins & 4 distinct fireplace mantles; 12-over-12 true divided light windows; plus fully new interior/exterior including electric, plumbing, cedar siding, septic & extensive landscape/hardscape including rebuilding the original native fieldstone patio w/curved railing. The only other element that was kept was the prized Helo Finnish Sauna off of the family room/studio wing. Total 4,548 sf, 3/1 baths, recently remodeled top of the line kitchen, powder room & luxe primary suite bath, plus expansive lower level w/multiple workshop/storage areas. Separate approved bldg. lot plus potential to subdivide further. Spectacular setting!

36-40 Fox Run Rd, Redding
74 George Hull Hill Rd, Redding
$1,560,000
4 Beds ⋅ 5 Baths ⋅ 24157566 MLS
Nestled on three picturesque acres and surrounded by open space, this beautiful country retreat offers privacy, comfort, and exceptional outdoor living. The expansive patio is perfect for entertaining, featuring a full outdoor kitchen, fireplace, TV, and integrated audio system. A large level yard provides plenty of space for recreation and the potential for a pool. Inside, the home showcases high-end finishes and a thoughtful layout. The spacious eat-in kitchen features custom cabinetry, granite countertops, and premium appliances from Thermador, Wolf, and Sub-Zero. The family room is highlighted by dramatic picture windows and a stunning floor-to-ceiling stone fireplace. The main level also includes a welcoming two-story foyer, formal living and dining rooms, a private home office, two powder rooms, and a mudroom with access to the three-car garage. Upstairs, the primary suite offers a luxury bath and dual walk-in closets. Two bedrooms share a Jack-and-Jill bath, while a fourth has its own ensuite. A laundry room and large bonus room complete the upper level. Additional features include radiant heated floors in the kitchen and baths, a home sound system, Generac whole-house generator, security system, irrigation, and unfinished basement. Ideally located in West Redding close to the train, hiking trails, Routes 7 & 84, shopping, and dining.

74 George Hull Hill Rd, Redding
7 Long Meadow Ln, Redding
$1,550,000
4 Beds ⋅ 5 Baths ⋅ 24149592 MLS
Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an elevated, scenic 4.39 acres with exceptional privacy and open meadow outlooks, the home enjoys a peaceful setting surrounded by natural beauty and expansive skies. The interior features light-filled spaces with wide hallways, oversized rooms, and a layout that emphasizes flow and functionality. Multiple living and gathering areas provide flexibility for entertaining, everyday living, and extended stays with family and guests. Large windows throughout capture abundant natural light and tranquil views, with sweeping sunrises and sunsets unfolding across the landscape and changing with the seasons. The home's scale and configuration allow the spaces to adapt naturally over time. Outdoor living is a standout feature, highlighted by an in-ground pool with an expanded patio surround, thoughtfully positioned to maximize privacy and open views. The generous patio provides ample space for dining, lounging, and entertaining, creating a true extension of the home and a resort-like setting for relaxed summer living. Located within reach of NYC yet feeling distinctly removed, the property offers an appealing sense of retreat-ideal as a weekend escape, multi-generational residence, or long-term family compound.

7 Long Meadow Ln, Redding
33 Peaceable St, Redding
$1,550,000
4 Beds ⋅ 5 Baths ⋅ 24122569 MLS
Step back into the grandeur of yesteryear in this gracious Georgian brick colonial built in 1939 for the American novelist and children's author Anne Parrish and her husband, author and editor, Josia Titzell, originally on 125 acres. After Anne's passing in 1957, the Scott sisters (of the Scott Paper family) purchased the home and donated much of the land to the Redding Land Trust, now known as Scott's Preserve. Today, this storied estate includes both the elegant main residence plus the charming, ca. 1800 cottage on 7.81 acres with 2 ponds, surrounded by over 200 acres of Redding open space. The main home offers 4,620 sf, 4-5 bedrooms, and 4/1 baths with all original details including front to back foyer with sweeping stairway, 7 fireplaces, butler's pantry, green house, idyllic screen porch, flower cutting room- even a secret stairway to the 2nd floor sitting room/library off the primary suite. The elegant formal living and dining rooms, both with fireplaces, open to the extensive brick terrace overlooking the most impressive gardens featuring Magnolias, Wisteria, Dogwood, tree Peonies, and more. The second floor offers 3 full bedroom suites, each with it's own fireplace and private bath. In addition to the attached 2 car garage, there is also a detached garage, garden shed, and the 1,162sf, two story cottage with living room, dining room, kitchen, 3 BRs & full bath with it's own septic. Of note - slate roof with snow guards, wrought iron balcony, central air, & generator.

33 Peaceable St, Redding
61 Marchant Rd, Redding
$1,525,000
4 Beds ⋅ 4 Baths ⋅ 24122520 MLS
A celebrated artist's estate, this extraordinary mid-century modern residence is a statement of design and lifestyle. Gated and private on nearly four acres, the home opens with a dramatic foyer of soaring glass and a sweeping wrought-iron stair. Light cascades across gleaming hardwood floors and cathedral ceilings, where striking architectural lines create a gallery-like backdrop for living and entertaining. The vaulted living room, anchored by a sculptural fireplace, flows to a sleek chef's kitchen with lacquered maple cabinetry, bold granite counters, and professional Wolf, Bosch, and Sub-Zero appliances. A breakfast area and elegant dining room-complete with its own fireplace-offer refined spaces for gatherings of any scale. The main level also includes a rare guest or second primary suite with kitchenette and glamorous bath, plus a versatile office/bedroom with custom built-ins. Upstairs, the primary retreat impresses with vaulted ceilings, a walk-in closet, and spa bath, joined by an additional en-suite bedroom. The lower level surprises with a pub and recreation room. Beyond the interiors, manicured grounds feature curated gardens, meandering stone paths, and multiple destinations for leisure: an enclosed porch with sauna and Endless Pool, hot tub and firepit patio, greenhouse, vegetable garden, and chicken coop. A property of uncommon artistry and vision-seamlessly balancing luxury, sustainability, and serenity. Close to all commute routes to NYC and down county.

61 Marchant Rd, Redding
15 Dayton Rd, Redding
$1,475,000
3 Beds ⋅ 4 Baths ⋅ 24166623 MLS
Impeccable shingle style country cape on park-like 2.76 acres adj. Redding Land Trust conservation property, connecting directly to Devil's Den, the largest preserve in CT w/1,800+ acres. Exceptional attention to detail inside & out, w/extensive recent improvements & designer finishing. Impressive circular drive w/Belgian block apron & center inlay, lush lawn, flowering trees & Wisteria covered pergola. Drenched in natural light, the modern open floor plan features a state of the art chef's kitchen w/Wolf 6 burner gas range, island w/bar seating, pantry, & fireside dining area, wide open to the expansive FR w/cstm built-in entertainment center, new SONOS surround sound, & French doors to the extensive deck for outdoor enjoyment. High tech w/Nest thermostats; fiber internet; Ring alarm system/sensor array; & custom Hunter Douglas motorized blinds. Total 4,943sf w/3-4 BRs, 3/1 updated baths, & primarily one level living. The main floor also boasts the sophisticated LR w/wall of windows & French doors to the deck & yard; elegant primary BR suite with luxe bath featuring soaking tub/separate shower & marble double vanity; plus 2 more sizable BRs w/shared bath. Walk-up to the soaring beamed & vltd bonus room, plus expansive walk-out lower level rec room w/4th BR option, full bath & direct access to the oversized 2 car garage. Idyllic home in sought after West Redding, minutes to restaurants/shopping in nearby Georgetown, Ridgefield, Wilton & Bethel, plus just 58 miles to Midtown.

15 Dayton Rd, Redding
23 Sanfordtown Rd, Redding
$1,475,000
4 Beds ⋅ 5 Baths ⋅ 24132544 MLS
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23 Sanfordtown Rd, Redding
313 Umpawaug Rd, Redding
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 24166799 MLS
Nestled on a picturesque country road in the heart of Redding, this National Register of Historic Places landmark offers a rare blend of 18th-century soul and modern New England estate living. The home's historic integrity is preserved through twin stone chimneys, original wide-plank flooring, and exquisite period woodwork. Sun-filled living spaces flow seamlessly from the warm central hall to a spacious kitchen and inviting dining areas-ideal for both everyday comfort and sophisticated entertaining. The layout provides exceptional flexibility, featuring generous bedrooms and additional rooms perfectly suited for a home office, den, or guest wing. Set on two serene acres of curated gardens and mature trees, the exterior offers a peaceful retreat for outdoor gatherings or quiet mornings in nature. While seemingly worlds away in its rural tranquility, 313 Umpawaug Road in prestigious West Redding is located just minutes from top-rated schools, hiking trails, and the charming town center. Once the residence of Continental Army soldier Aaron Barlow, this 1723 Georgian gem served as a strategic hub for General Israel Putnam and a literary sanctuary where the famed Joel Barlow penned The Vision of Columbus in 1787. A rare opportunity to own a living piece of history, meticulously maintained for the modern steward.

313 Umpawaug Rd, Redding
8 Windy Hill Rd, Redding
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 24171032 MLS
Set on over 2 private acres in a coveted neighborhood in SW Redding, this sun-filled 4 BR Colonial blends timeless style, scale and effortless living. Designed for both entertaining and daily life, the main level centers around a spacious EIK w/center island, all-new appliances and seamless flow to the adjoining family room w/gas fireplace. Sliders open to the deck and grounds beyond, creating an easy indoor-outdoor flow. A formal dining room is ideal for gatherings, while a second living room w/fireplace provides an inviting retreat. A dedicated home office with a wall of custom built-ins & a powder room complete the main floor. Upstairs, the expansive primary suite is a sanctuary, featuring dual walk-in closets and a large bath w/soaking tub. 3 additional bedrooms share an updated hall bath, while 2nd floor laundry adds convenience. The finished lower level adds versatility with a spacious recreation/media room, dedicated gym & half bath. Outside, the property truly shines. A level, usable yard is anchored by a heated gunite saltwater pool w/travertine surrounds, creating a private resort-like setting for summer entertaining and quiet afternoons. The charming barn has outstanding potential to become a pool house or studio. Minutes from Route 7, downtown Ridgefield, MetroNorth, and Topstone Park, this home delivers the rare combination of neighborhood living, privacy and convenience, just in time for summer.

8 Windy Hill Rd, Redding
56 Cross Hwy, Redding
$1,375,000
4 Beds ⋅ 4 Baths ⋅ 24088283 MLS
Experience the epitome of tranquility in this country retreat, nestled on over 18 acres of paradise.Adjacent to the sprawling 100+ acres of Samuel E. Hill Little River Nature Preserve and Robins Trail, this home is the perfect oasis.As you enter the main level, you immediately feel the rustic charm.The 1st floor includes a cozy bedroom, a sunlit family room, a kitchen, and a dining room.The 4 interior fireplaces -one in the kitchen- are perfect for relaxing during the winter months.On the 2nd level, you'll find the primary suite, with its own private balcony where you can immerse yourself in the calming sounds of nature.With 3 additional bedrooms & 3 full baths, this home offers ample space.The private backyard features a natural landscape, allowing you to enjoy nature at its finest.A custom-built fireplace, pizza oven, & bar top make this outdoor space ideal for entertaining.You can also indulge in cross-country skiing, hiking, and snowshoeing directly from your backyard!Located approx 90 mins from NYC & less than 10 mins from the renowned Georgetown area of Redding -with its bustling restaurants- and the easily accessible Branchville Train Station, this property offers both tranquility and convenience.Come experience the warmth and character of this home in person, it's something that can only be truly appreciated through a visit.Don't miss the 3-car detached garage with a legal apartment above, perfect for use as an office, an in-law apartment, or income producing rental.

56 Cross Hwy, Redding
168 Sunset Hill Rd, Redding
$1,323,000
4 Beds ⋅ 4 Baths ⋅ 24109412 MLS
Welcome to Sunset Hill, a timeless yet modern residence set on two level acres in scenic Redding, Connecticut. Backing directly onto 1,000+ acres of Huntington State Park, this architecturally refined home offers rare access to trails, lake, and forest-perfect for hiking, biking, kayaking, skiing, and peaceful walks right from your backyard. Set on aptly named Sunset Hill, the custom-designed home captures glowing skies from its expansive deck-ideal for entertaining, quiet mornings, or soaking in the view as day turns to dusk. Inside, the great room impresses with 18' ceilings, exposed beams, a gas stove, and a stone fireplace that adds warmth and charm. A wall of French doors opens to the outdoors, blending nature with daily living. The open layout flows into a dining area and refreshed kitchen with walk-in pantry, along with a convenient laundry room, powder room, and a main-level den/office with wet bar and beverage fridge. The primary suite includes a spa bath, soaking tub, and private deck access to a year-round swim spa-offering relaxation and fitness in all seasons. Upstairs features three spacious bedrooms-two with ensuite baths-and a versatile loft space. The finished lower level offers a media/recreation room with built-ins and surround sound connections. 168 Sunset Hill: A unique retreat where nature, comfort, and understated sophistication meet.

168 Sunset Hill Rd, Redding
10 Chapman Pl, Redding
$1,310,000
4 Beds ⋅ 5 Baths ⋅ 24172519 MLS
Private Luxury Meets Modern Sophistication in Redding! Discover the perfect blend of classic New England charm and cutting-edge convenience. This pristine 4,414 SF Colonial is situated on 2.67 acres at the end of a peaceful cul-de-sac. Inside, you are welcomed through a stately foyer with marble flooring, a sweeping staircase, and soaring ceilings. Gleaming hardwood floors guide you through a spacious layout featuring four bedrooms, three full and two half baths, and a seamless flow between formal entertaining areas and casual gathering spaces. The heart of the home is the cozy family room, anchored by a stately fireplace and bathed in natural light. Adjoining this room is the expansive chef's kitchen with Sub-Zero and other high-end appliances, plus lots of storage. The exterior is a gardener's dream, boasting professional plantings and ample room for a pool, all maintained by an integrated irrigation system. Technologically unmatched, the residence is equipped with commercial-grade Wi-Fi, an advanced security system, and a whole-house surge protector. Complete with a three-car garage and a meticulously maintained interior, this home is truly "turn-key." Located just minutes from the West Redding train station and world-class shopping, dining, and cultural events, this is a rare opportunity for a lifestyle of quiet elegance.

10 Chapman Pl, Redding
7 Jeremiah Sanford Rd, Redding
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 24171692 MLS
Exceptional custom designed and built 4 bedroom Colonial, bathed in natural sunlight, is nestled perfectly on 2 lush level manicured acres at the end of a small quiet cul-de-sac in a coveted area of town, a perfect tranquil oasis. The open floor plan provides timeless functionality and effortless living with dramatic high ceilings and extensive walls of glass. The special landscaped entrance porch opens into the welcoming 2-story foyer which leads into the gracious living room flowing into the banquet sized dining room. The spacious chef's kitchen with center island enjoys new stainless-steel appliances, granite counters, and an adjacent dining area which steps out onto a large deck, patio and extensive lawn; ideal for everyday peaceful enjoyment, activities, entertaining as well as ample room for a pool. Directly next to the kitchen is the comfortable family room with fireplace and access to the big deck. Upstairs is the primary suite with generous bath providing a comfortable retreat, 3 family bedrooms and a hall bathroom. Come to Redding, the "Vermont of Fairfield County", and enjoy the peaceful privacy yet convenience to Topstone Park's hiking and swimming, activities at New Pond Farm, NY Metro train, commuting roads and shopping. Move-in, just in time for Summer! AGENTS PLEASE SEE SIGNIFICANT PUBLIC ADDENDUM REMARKS

7 Jeremiah Sanford Rd, Redding
98 Hopewell Woods Rd, Redding
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 24158436 MLS
Custom-built in 2004 and meticulously maintained, this 2.18-acre home offers a true escape from the everyday. Surrounded by perennial gardens, stone walls, and specimen trees, the grounds are anchored by a stunning stone patio-your own private sanctuary for quiet mornings or lively entertaining. Inside, discover 3,669 square feet of sun-drenched living space featuring 11 rooms, 4 bedrooms, and 2.5 baths. The first floor boasts an effortless layout, including a private library/office, formal living and dining rooms, and a gourmet kitchen with new appliances. The kitchen's center island and breakfast area transition seamlessly into the family room, where a gas fireplace creates a cozy focal point. And did we mention the four-season sunroom, with views of the expansive lawn and patio? The second level is home to a luxurious primary suite featuring a spa-like bath with a soaking tub, oversized glass shower, and double walk-in closets. Three additional spacious bedrooms provide plenty of room for family or guests. Notably, the property features a 5-bedroom septic system, offering potential for future expansion. Added features include a 3-car garage, 9-foot ceilings, custom millwork, cooper roof overhangs, expansive unfinished basement (imagine the potential), and an irrigation system. Located across the street from Huntington State Park, you have access to over 1,000 acres of trails and scenic ponds. The home is also centrally located to NYC (car or train) and down county.

98 Hopewell Woods Rd, Redding
14 Guardhouse Dr, Redding
$1,245,000
4 Beds ⋅ 4 Baths ⋅ 24123232 MLS
Exceptional Colonial Farmhouse Retreat: Set on 2 private acres in a sought-after cul-de-sac and neighborhood off prestigious Umpawaug Road, this ~4,000 sq ft residence offers a perfect blend of charm, comfort, and convenience in West Redding. The grounds are truly captivating, with a gunite pool, rolling lawn, mature gardens, three barn-style garages, split-rail fencing, and inviting stone patios, an ideal setting for relaxation or gatherings. Inside, the main level is bright and welcoming. The open kitchen with breakfast bar and stainless steel appliances flows into the family room with exposed beams, shiplap walls, and a cozy fireplace, as well as into the sun-filled three-season porch. Additional highlights include a private office with rich wood paneling and built-ins, a formal dining room, and a generous living room with a second hearth. Upstairs, the primary suite features a spa-inspired bath with double vanity and expansive walk-in closets. Three well-proportioned bedrooms share a recently updated hall bath, while a walk-up extra room offers flexible space for work, play, or guests. Designed for both daily living and memorable celebrations, this home shines with its resort-style pool area, stone patios, and sweeping backyard. All set in a prime West Redding setting, close to shopping, dining, schools, train, and only 60 miles from Manhattan. Recent updates include Hot Water Heater, HVAC, Refrigerator, Attic insulation, W/D.

14 Guardhouse Dr, Redding
40 Deer Hill Rd, Redding
$1,225,000
4 Beds ⋅ 4 Baths ⋅ 24169044 MLS
Tucked away on a quiet, tree-lined street in the center of town, 40 Deer Hill Road offers the rare balance of privacy, comfort, and everyday convenience. The moment you step inside, you are greeted by cascading natural light from a dramatic wall of windows. At the heart of the home is the main living area, an inviting space anchored by a fireplace, soaring cathedral ceilings, and windows that frame the changing seasons and bring the outdoors in. Just beyond, the deck serves as a private retreat, perfect for morning coffee or summer dinners overlooking the serene property. The updated eat-in kitchen is designed for both everyday living and entertaining, featuring a center island, double ovens, and generous space to gather. With comfort and flexibility in mind, the home also features a first-floor primary suite with a fireplace, private deck, dual walk in closets and a spacious primary bath w/oversized shower and soaking tub, creating a true retreat. The main level is rounded out with a second bedroom, 2 additional baths, dining room, & an office. Upstairs are 2 large bedrooms sharing a full bath. A bonus room above the garage offers versatility, ideal as a second office, playroom, media room, or guest space. With extensive improvements, peaceful surroundings, and a location that offers convenient access to town, schools, commuter routes & dining, this is a home that effortlessly combines everyday ease with the space to relax, gather, & truly enjoy.OFFER DEADLINE TUES 4/28 12PM

40 Deer Hill Rd, Redding
5 Musket Ln, Redding
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 24166384 MLS
Nestled on a tranquil cul-de-sac in bucolic Redding, this expansive 3,650 SqFt, 4 bedroom, 3.5 bath classic Colonial has been completely re-imagined and renovated, both inside and out. This 11 room home offers 5 fireplaces; a new eat-in kitchen with oversized island and large dining area with a wood burning fireplace; step-down living room with fireplace; formal dining room with custom millwork. The expansive family room boasts a cathedral ceiling, wood beams, floor-to-ceiling brick fireplace, built-ins and flows seamlessly into a four-season sunporch with skylights and scenic views of the deck, outdoor eating area, gardens and charming side yard brook. Upstairs, the private retreat primary bedroom has a gas fireplace, updated radiant heated floor bath, double walk-in closets. Two additional bedrooms share an updated bath. The 4th bedroom has been smartly converted into a convenient office/laundry room. The versatility of the home is further enhanced by an oversized finished LL activity room. This flexible space, which includes a fireplace, cedar closet, and a full heated floor bath, can easily serve as a generous fourth bedroom alternative or a dedicated recreation space. Located just 58 miles from Midtown Manhattan, convenient to award winning schools, parks, hiking trails, Mark Twain Library, New Pond Farm, shopping, and public transportation. This is more than a home...it is the ultimate destination where you can experience the perfect Connecticut country lifestyle.

5 Musket Ln, Redding
19 Mine Hill Rd, Redding
$1,195,000
5 Beds ⋅ 4 Baths ⋅ 24157688 MLS
Welcome to this pristine, sun-drenched, sophisticated contemporary colonial home in sought-after Southwest Redding. Designed with an open floor plan and walls of windows throughout, the home is filled with natural light and offers seamless spaces for both everyday living and entertaining -- The dramatic living room features soaring cathedral ceilings and a stunning floor-to-ceiling wood-burning fireplace as its centerpiece, flowing effortlessly into the dining room with striking floor-to-ceiling windows. The chef's kitchen showcases high-end finishes and a sleek modern design, including cherry cabinetry, quartz countertops, a gas cooktop, and a cozy eat-in area -- The main-level primary suite overlooks the private backyard and features a beautiful spa-like bath with double sinks, a soaking tub, and an oversized tiled shower. The open and spacious second level offers three additional light-filled bedrooms and a renovated hallway bath -- The remodeled walk-out lower level provides exceptional additional living space, including a playroom, exercise room, laundry area, cedar closet, abundant storage, plus a fifth bedroom and full bath, ideal for guests or an in-law setup -- Sliding doors lead out to the deck and hot tub. Relax on the spacious deck with modern cable railings while overlooking the serene and private two-acre property, professionally landscaped with mature plantings. Conservation land directly behind the home provides access to scenic hiking trails.

19 Mine Hill Rd, Redding
15 Tunxis Trl, Redding
$1,170,000
4 Beds ⋅ 3 Baths ⋅ 24133358 MLS
Highest and best is due Monday, Nov. 10th at noon. No escalation clauses. Please call me with questions.Thank you This magical 4,000 square-foot English Tudor with its loft library overlooking the 35' great room featuring a soaring stone fireplace is perfect for weekend escapes from the big city, or for gracious full-time family enjoyment. Sited on 2.65 dog-fenced acres, this home -- once featured in The New York Times -- has a rich history. Custom-designed, it 's been home to musicians and writers. Features include the great room flooded with light, soaring stone fireplace, and stairs to the bookcase-lined loft. The bright, eat-in kitchen with all new appliances features a banquette overlooking the flagstone terrace and rear property bordered by protected land. The coffered ceiling dining room is an entertainers' delight. Closeby is a cozy den with a raised hearth fireplace, and powder room. The center entry hall has two closets and full-length mirrors. The 2nd level includes the master suite with dressing room, clawfoot tub and steam shower. There are three other bedrooms with generous closets, and a full bath with double sinks. The finished lower level includes a family room, gym, imported English pub, and laundry room. This extraordinary property with recent exterior renovations is just 15 minutes to the Merritt, 20 minutes to Westport, and an hour to Grand Central.

15 Tunxis Trl, Redding
28 Sunnyview Dr, Redding
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 24110181 MLS
Welcome to 28 Sunnyview Drive! Sited at the end of a cul-de-sac with Redding Land Trust property behind, it affords wonderful privacy for peaceful living. Built in 1999, this home has the traditional open floorplan that you are looking for. Step into the foyer which is flanked by the living room with french doors and formal dining room. The kitchen has custom detailing including a built-in hutch with glass front doors, warm cabinetry, double ovens, large island, granite counters and a breakfast area. It opens directly to the family room with stone fireplace. Also on this level is a powder room, laundry room, and access to the 3 car garage. Upstairs you will find a gorgeous primary suite with walk-in-closet, double sinks, plus separate tub and shower. There are 3 other bedrooms on this level, hall bath, and a bonus upper level recreation room or office space. The lower level features a fun playroom area. Let the fun begin in your private back yard with pool and patio! The 2+ acre property has a shed and level grassy area for outdoor sports or gardening. Down at the end of the road is access to 1000+ acre Huntington State Park. This location can't be beat! Perfect for outdoor enthusiasts and also easy to reach points of Georgetown, Bethel, Danbury, Ridgefield & Fairfield.

28 Sunnyview Dr, Redding

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