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35 Diamond Hill Rd, Redding
$1,600,000
5 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 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 ⋅ CLOSED Status ⋅ 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 ⋅ CLOSED Status ⋅ 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

61 Marchant Rd, Redding
$1,525,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 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 ⋅ CLOSED Status ⋅ 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

10 Chapman Pl, Redding
$1,310,000
4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 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

19 Mine Hill Rd, Redding
$1,195,000
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 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

51 Farview Farm Rd, Redding
$1,050,000
5 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24120027 MLS
Stately colonial home, set high on 2.04 acres with rolling level lawn in Redding's most sought after neighborhood, Farview Farms, w/private recreational association including Olympic-sized pool, tennis, clubhouse, plus hiking trails & pond for fishing/skating. Picture perfect setting w/sweeping drive, stone walls, expansive deck & mature trees. This generous home offers 3,778sf with modern open floor plan, 4 fireplaces, 3.5 baths, & 5+ BRs w/back stairs to bonus au-pair/in-law suite wing. The gracious marble entry leads to the large formal LR featuring French doors plus elegant bluestone fireplace w/custom floor to ceiling paneling. The foyer also offers French doors to the formal DR w/2nd fireplace & built-in buffet w/lower cabinetry. The heart of this idyllic home is the expansive FR, wide open to the gleaming white kitchen featuring bright breakfast area w/angled wall of windows, custom cabinetry w/built-in wine storage, double islands, granite counters, double ovens, & 48" Sub-Zero fridge. The inviting FR offers the floor to ceiling brick fireplace flanked by custom built-in bookshelves w/lower cabinetry & sliders to the back deck for outdoor enjoyment. The 2nd floor showcases the primary suite w/sitting room & 4th fireplace, spacious WIC, & full bath w/double pedestal sinks, plus 3 additional BRs w/updated shared bath. Step down to private bonus wing w/2 additional rooms & full bath. Exceptional home & neighborhood in top West Redding location, just 58 miles to Midtown.

51 Farview Farm Rd, Redding

25 Starrs Ridge Rd, Redding
$1,000,000
6 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24181802 MLS
Nestled amidst a serene setting, this exceptional property offers the perfect blend of privacy, space and natural beauty. With 6 bedrooms, 4-1/2 bathrooms, and 4,955 sq. ft. of living space, this residence provides ample room for everyday living and entertaining. Situated on 5.15 acres of lush grounds, this home provides breathtaking views of a picturesque pond and enjoys a secluded setting. The main living area features 9 ft. ceilings, Brazilian cherry flooring, a gas fireplace, sliders to the rear patio & architectural details of crown molding, built-ins, recessed lighting and tray ceilings. At the heart of the home is a custom-designed chef's kitchen, seamlessly integrated into the open floor plan, creating an ideal gathering space and maintaining a natural connection to the family room. Additionally, the main level offers a spacious living room, elegant dining room, pantry, laundry room, half bath & access to the oversized 3 car garage. The upper level showcases an impressive primary suite with a vaulted ceiling, dressing room/walk-in closest, spa-inspired bath with steam shower, and stunning views of the pond. The finished 3rd floor with a 6th bedroom is ideal for an au pair, extended family, media room, playroom, or guest accommodations. The expansive unfinished walk-out lower level offers endless potential to create additional living space. Conveniently located near Rt 7, Danbury and Ridgefield, this home combines peaceful country living with easy commuter access.

25 Starrs Ridge Rd, Redding

86 Seventy Acre Rd, Redding
$985,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24169087 MLS
Set on a level 2-acre property, bordered by over 200 acres of protected nature preserve with scenic trails, this exceptional home offers a rare blend of privacy, convenience, and outdoor beauty. The grounds are meticulously landscaped with exquisite stonework, creating stunning garden spaces, while an oversized backyard deck with a firepit provides the perfect setting for entertaining or relaxing in a peaceful, wooded backdrop. Inside, this split-level home features 4 bedrooms and 2.5 bathrooms, enhanced by skylights that fill the space with natural light. The updated kitchen features new cabinet doors and drawer fronts, stainless steel appliances, granite countertops, heated floors, and a skylight. It flows seamlessly into the dining area, where sliding doors lead directly to the expansive deck overlooking the private backyard. The living room offers both elegance and comfort with French doors, additional skylights, and a slider to the front yard, creating an inviting and airy atmosphere. The primary bedroom is complete with its own slider to the deck and serene backyard views, along with a beautifully updated primary bathroom. The lower level continues to impress, featuring a cozy fireplace and sliding doors that open to the backyard-ideal for additional living or recreation space. Completing the home is a two-car garage and an oversized driveway. This is a unique opportunity to enjoy refined living surrounded by nature, all while being in a prime West Redding location.

86 Seventy Acre Rd, Redding

Redding
$970,000
4 Beds ⋅ 4 Baths ⋅ CLOSED 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

86 Fire Hill Rd, Redding
$950,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24175213 MLS
Nestled on a peaceful cul-de-sac at the highest point in Redding, this meticulously cared-for 4-bedroom, 2.5-bath home offers the perfect blend of privacy, space, and charm on 2+ gorgeous acres. Surrounded by mature trees and natural beauty, the property provides a serene retreat while remaining conveniently close to local amenities, schools, and commuter route. Inside, spacious living areas are filled with natural light and designed for both comfortable everyday living and effortless entertaining. The home features a welcoming living room, a formal dining room, and a dedicated home office, providing flexible space for work, relaxation, and gatherings. The inviting family room offers a cozy fireplace, perfect for relaxing evenings with family and friends. The eat-in kitchen is well-positioned for convenience and flow, making entertaining a breeze. A powder room and large deck complete this main level. Hardwood floors under the existing carpet offer exciting potential to customize and enhance the home's timeless appeal. Head upstairs to find the Primary Bedroom Suite along with three additional bedrooms and a full bathroom. Hardwood floors under the existing carpet offer exciting potential to customize and enhance the home's timeless appeal. A large unfinished walk-out basement is already prepped for future expansion, complete with plumbing in place for an additional bathroom-offering endless possibilities for added living space, a guest suite, home gym, or recreation area.

86 Fire Hill Rd, Redding

2 Brick School Dr, Redding
$925,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24137543 MLS
Set on a beautiful 2-acre property just off prestigious Umpawaug Road in West Redding, this classic 4-bedroom, 2 full and 1 half bath Gambrel Colonial offers timeless New England character with a charming farmhouse feel. Freshly painted with gleaming refinished hardwood floors, the home is filled with warmth and natural light. The main level includes a spacious living room with a wood-burning fireplace, a formal dining room, and a bright kitchen with ample cabinetry and counter space. Just off the kitchen is a large, finished family room-perfect for everyday living and entertaining-overlooking both the front and back yards, each with mature trees and natural landscaping. Upstairs are three generously sized bedrooms and a full bath. A flexible in-law suite with a separate entrance on the first floor can be reconfigured back into a main-level primary suite, subject to your preference. The basement offers additional potential, providing great space for a future workout room, TV room, or hobby area. While the home is in move-in condition, it is best suited for buyers seeking a fixer-an opportunity to update systems, improve efficiency, and personalize the home over time. With its classic Gambrel Colonial architecture, farmhouse charm, and desirable location near Ridgefield and Bethel, this property presents a compelling opportunity for buyers looking to create a home tailored to their vision-all within minutes to schools, parks, and convenient commuting routes.

2 Brick School Dr, Redding

33 Topledge Rd, Redding
$900,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24168459 MLS
Welcome to this well maintained 3-bedroom, 3-bath Colonial ideally situated on a quiet cul-de-sac with stunning front yard views and a peaceful setting. This spacious home offers an inviting layout designed for both comfortable living and entertaining. The sun-filled living room flows seamlessly into the formal dining room featuring a bay window overlooking the picturesque front yard. The custom kitchen is equipped w/ stainless steel appliances, granite countertops, a center island, and an abundance of cabinet space. Adjacent to the kitchen is the large family room featuring a vaulted ceiling and fireplace, offering the perfect space for gathering with family and friends. A dedicated first-floor office includes custom built-in desks and cabinetry, creating the ideal work-from-home space. A convenient full bath completes the main level. Upstairs, the expansive primary suite offers generous closet space and a luxurious en-suite bath with a soaking tub and oversized separate shower. Two add'l spacious bedrooms and another full bath complete the second floor. The finished walk-out LL provides exceptional living space including an additional office area and recreation room, ideal for playroom, gym, media room, or guest space. Outdoor living is just as impressive with a screened-in porch featuring a ceiling fan, a spacious deck. Enjoy direct access to Topstone Park, a 280-acre facility that offers hiking trails beautiful sand beach and guarded swimming area w/kayaks and canoes.

33 Topledge Rd, Redding

19 Marchant Rd, Redding
$900,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24163881 MLS
Set on over six private, lightly wooded acres, this expansive single-level home offers more than 3,500 square feet of living space in a highly desirable Redding location, just 3 minutes to the West Redding train station with direct access to Grand Central. Hardwood and tile flooring run through the main living areas, with carpeted bedrooms for comfort. The home features a sunken living room with fireplace and vaulted ceiling, a family room with its own fireplace and vaulted ceiling, and abundant windows providing exceptional natural light. A large custom cabinet with stone countertop adds both function and style. The living room, dining room, and kitchen all open to patios, creating seamless indoor-outdoor living. The primary suite includes a large walk-in closet and oversized bath with tub and separate shower. A second bedroom offers an ensuite bath with separate tub and shower. Additional features include a two-car garage under the home, brick facade, whole-house generator, fenced gardens, and landscaped grounds. Property offers "first cut" subdivision potential and is bordered by a scout camp for added privacy. A rare opportunity to enjoy spacious, single-level living on significant acreage with both privacy and future potential in a prime Redding setting.

19 Marchant Rd, Redding

76 Pocahontas Rd, Redding
$885,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24178050 MLS
This distinct 4-bedroom Colonial offers a rare blend of charm and modern luxury. Originally built as a ranch in 1962, the home was completely transformed in 2000 with a full second-floor addition, resulting in a unique, airy open floor plan. A stunning 2-sided brick fireplace serves as the heart of the home, artfully dividing the living spaces while maintaining a seamless flow. The chef's kitchen is a standout, featuring a restaurant inspired American 5 burner gas range, a large center island with new quartz countertops and a wide picture window that frames the lush yard. Flooded with natural light through oversized windows, the home feels vibrant and inviting throughout. The second floor hosts an expansive primary ensuite retreat, accompanied by three additional bedrooms. A versatile den or office on the first floor provides perfect space for remote work. Situated on a flat, park-like property, the home is surrounded by mature trees and shrubs for complete privacy yet close enough to meet your neighbors. Ideally located, you can walk to the scenic trails of Putnam Park and Huntington State Park for hiking, biking horseback riding, kayaking and fishing. Enjoy the close proximity to shopping and dining in Bethel, Georgetown and Ridgefield, plus access to Redding's highly rated schools. Redding, dubbed the Vermont of Fairfield County, offers a serene, community focused lifestyle that is truly a special. A wonderful place to call home.

76 Pocahontas Rd, Redding

11 Fire Hill Ln, Redding
$860,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24194618 MLS
Designed by acclaimed architect George Van Geldern, this exceptional mid-century modern residence is a rare opportunity to own an architecturally significant home that blends timeless design with its natural surroundings. Tucked away on a quiet cul-de-sac in one of Redding's most picturesque locations, 11 Fire Hill Lane is set on two private, park-like acres, offering the perfect balance of privacy, tranquility, and modern living. Just a 9-minute drive to the Redding Metro-North station, the home provides convenient access for commuters while maintaining the serenity of its secluded setting. Rich wood finishes, exposed beams, clean architectural lines, and expansive windows fill the home with natural light while framing the surrounding landscape. The thoughtfully designed floor plan creates a seamless connection between the indoors and nature. A striking Kiva-style fireplace and a cozy wood-burning stove serve as distinctive focal points, adding warmth, character, and authentic mid-century charm. The residence features four spacious bedrooms with optimal storage, two full bathrooms, one half bath, and a two-car garage, offering a layout suited everyday living and entertaining. The desirable first-floor primary suite includes a private en-suite bathroom, providing the convenience of one-level living. Outside, the spectacular two-acre property provides privacy surrounded by mature trees, two large sheds and room for a pool, presenting the opportunity to create your own oasis

11 Fire Hill Ln, Redding

123-A Peaceable St, Redding
$850,000
4 Beds ⋅ 4 Baths ⋅ CLOSED 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.

123-A Peaceable St, Redding

39 Seventy Acre Rd, Redding
$850,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24173176 MLS
Idyllic & sprawling country ranch on 1.38 private acres with fenced in backyard in top West Redding location. Charming yet sophisticated with extensive designer updates throughout. Total 1,753 sf of light, bright & open living space, plus additional 963 sf of nearly finished space in the expansive walk-out lower level with wood grained tiled floor & flexible space for fitness, game room, or home office. Convenient one level living at its finest including great room featuring inviting fireplace with wood stove insert & wall of custom built-in display shelves, open to the bright dining room with triple windows & adjoining newly remodeled kitchen. The kitchen is a chef's dream with stunning white quartz countertops, custom recessed panel cabinetry, floor to ceiling steel blue tiled backsplash/walls, slate floor, & high-end Bosch appliances, perfect for preparing gourmet meals & entertaining guests. Total 3 bedrooms/2 full baths including the elegant primary suite with luxe remodeled bath featuring quartz topped vanity, custom tiled shower, & generous walk-in closet with laundry. Two additional generous bedrooms with updated hall bath featuring subway tiled walls & pedestal sink. Don't miss the walk-up attic, perfect for storage or future expansion potential. Scenic level property featuring inviting bluestone patio with stone seating walls & lush level private backyard. Additional: two car garage; automatic generator; most convenient Redding location; & just 69 miles to Midtown!

39 Seventy Acre Rd, Redding

3 Great Pond Ln, Redding
$850,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24120126 MLS
Welcome Home to 3 Great Pond Lane in Redding, a beautiful residence with a storybook approach framed by manicured gardens and a stone walkway leading to the welcoming front porch. Inside, hardwood floors, cozy carpet, and an abundance of natural light flow throughout the functional floor plan. The main level features a gracious foyer, a living room with a fireplace, a dining room, and a well-appointed kitchen equipped with stainless steel appliances, granite countertops, generous cabinetry, and a pantry. The adjoining great room impresses with its soaring cathedral ceiling, central fireplace, built-in bookshelves, and windows that overlook the serene rear yard and the woods beyond. A laundry room and powder room complete the level. Upstairs, the spacious primary suite features a walk-in closet and renovated full bathroom, while three additional bedrooms share a beautifully updated hall bathroom. The finished lower level offers flexible rec space, and the home is complete with a two-car garage, expansive deck, manicured lawn, and perennial gardens. Located in sought-after West Redding--just 10 minutes to Ridgefield's vibrant town center and with easy commuting routes down County and to NYC-you'll also enjoy Redding's charming small-town feel, miles of hiking trails, and rich cultural offerings at the historic Mark Twain Library and nearby arts venues. Welcome Home!

3 Great Pond Ln, Redding

35 Deer Spring Rd, Redding
$810,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24177343 MLS
Classic New England colonial with 3 car garage and 2.05 sprawling level acres with in-ground pool. This home has been lovingly cared for by the same owners for over 30 years. Traditional center hall layout with welcoming entry foyer that leads to the formal living room with hardwood floor, fireplace, and sliders to the rear terrace flanked by floor to ceiling built-in bookshelves; plus elegant dining room with crown and chair rail moldings. Expansive kitchen with center island, sunlit breakfast nook with bay window, skylights, plus adjoining patio overlooking the pool and gardens. The impressive 24' x 22' level great room with full bath makes a wonderful family room, main level primary or guest bedroom, and features walls of windows and sliders to the picturesque backyard. The second floor offers the spacious primary suite with adjoining sitting room, hardwood floors, and private bath; plus two additional cheery bedrooms with shared hall bath. Of note: central air; garden shed; pull down attic with storage; plus expansive, partially finished lower level featuring abundant storage space, workshop, and rec room. Idyllic setting and desirable location, convenient to the West Redding train station and just 69 miles to Midtown. Note: the pool has not been opened in some time and is being sold as-is. It has a vinyl liner which may need to be replaced. Amazing opportunity and unlimited potential in this stately home!

35 Deer Spring Rd, Redding

18 Ledgewood Rd, Redding
$797,500
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24169652 MLS
*Best & Final Offers by Monday (5/4) at 2pm* Welcome to 18 Ledgewood, a beautiful Contemporary home offering 2,900 square feet of well-proportioned living space in a desirable Redding, Connecticut setting. This 4-bedroom, 3 full bath home features a flexible layout with a potential main-level 5th bedroom and full bath, ideal for guests, extended family, or a private home office. The home offers generously sized living and dining areas with great natural light, providing a strong foundation for both everyday living and entertaining. The kitchen with breakfast bar features deck access to allow for easy indoor and outdoor entertaining. Upstairs, the additional bedrooms are spacious and well laid out, including a primary suite with ample closet space. Key improvements include a brand new roof and newer mechanicals, offering peace of mind on major components. A finished lower level walk-out to the backyard which is highlighted by an in-ground pool, creates the perfect setting for outdoor enjoyment and summer entertaining. With its exceptional layout, substantial square footage, and prime Redding location, this home presents a fantastic opportunity in a highly desirable area.

18 Ledgewood Rd, Redding

6 Great Pond Ln, Redding
$775,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24191966 MLS
Discover a private Mid-Century Modern sanctuary tucked at the end of a cul-de-sac, approached by a quiet wooded lane and set on 2.68 private, rolling acres. Designed to embrace its natural setting, the upper-level living spaces were completely renovated in 2022, with soaring wood ceilings, oak hardwood floors, walls of glass, custom mahogany windows, a massive fireplace, and 2 sets of Andersen sliders opening to a huge deck overlooking lush perennial gardens and an in-ground pool. The show-stopping chef's kitchen features a Wolf induction range, undercounter oven, Bosch refrigerator, Electrolux dishwasher, custom granite countertops with bar seating and waterfall edge, and a 140-bottle wine refrigerator. Three spacious bedrooms with gorgeous wood ceilings are located on the garden level, including a primary bedroom with a beautiful built-in bookcase and sliders to a private outdoor garden area. A full bath and laundry area complete this level. The spectacular backyard features a gunite pool, lush landscaping, newly refinished expansive deck, and partially fenced grounds. Recent improvements include new lower-level flooring, ductless HVAC (2023), and a whole-house generator. Near the Ridgefield border in West Redding, with easy access to Route 7 and I-84, this exceptional property offers the perfect balance of privacy, natural beauty, and convenience. A truly remarkable home made for both entertaining and unwinding. Come experience it for yourself.

6 Great Pond Ln, Redding

181 Picketts Ridge Rd, Redding
$775,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24117718 MLS
Your own private oasis! Just imagine enjoying your morning coffee while watching hummingbirds and butterflies flutter by. Or birds feasting on the seeds of summer flowers. Conveniently located minutes from downtown Ridgefield, commuting routes and the NYC train, this 4-bedroom home can fit so many needs in its 2,420 sq ft of living space on 2 acres. Level backyard play area? Yes. One level living with separate guest space? Yes. A home office with a private entrance? Yes. Chef's kitchen with commercial grade refrigerator and freezer? Yes. Heated garage for a car aficionado? Yes. Add to this the joys of Redding, often called "the Vermont of Connecticut" with award winning schools and a strong pride of community. This home has been tastefully improved over the years to create an ease of living and lots of storage space. Nest thermostats. Automated locks. Full house generator. Deer fencing. Recent improvements include new septic tank (2025); radon air mitigation (2025); new AC (2023); driveway paving (2022). Full list in attachments.

181 Picketts Ridge Rd, Redding

45 Wayside Ln, Redding
$767,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24117973 MLS
Sophisticated mid-century inspired modern deck house in the sought after Umpawaug area of West Redding, set back on 4 private acres with scenic views of the neighboring pond. Light, bright & open floor plan with 36'x16' beamed & vaulted great room featuring walls of windows & sliders to the wrap around deck, hardwood floor, fireplace, & custom built-in book shelves. The expansive main level also features the updated kitchen with quartz counters, decorative subway tile backsplash, & S/S appliances; plus adjoining light filled DR with vaulted ceiling & custom built-in display shelving. Total 2,958 sf including the expansive walk-out lower level featuring a spacious FR with floor to ceiling brick fireplace, private office with sliders to the backyard, convenient half bath, laundry room, 23'x13' studio or workshop, plus oversized 2+ car garage. Room for everyone with 4BR & 2 full baths in the private bedroom wing of this sprawling ranch. The primary suite features hardwood floors, dressing area with double closets, & full bath, The additional 3 BRs, all with hardwood floors, share the updated hall bath with pedestal sink & bead board wainscot. Many recent improvements: roof (2019), well pump (2021), generator hook up (2021), septic (2022), boiler (2022), new garage doors (2022), mini split in great room (2023) & more. Top location, convenient to Georgetown shops & restaurants, Mark Twain Library & West Redding station. Idyllic Redding-"The VT of CT" yet just 57 miles to Midtown.

45 Wayside Ln, Redding

27 Apple Ln, Redding
$750,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24181066 MLS
Idyllic country ranch in park like setting on 1.1 park like acres on desirable West Redding cul de sac with detached 2 car garage. This elegant home offers mature trees, flowering perennial gardens, deck, pea gravel patio w/stacked stone outdoor fireplace, & expansive rolling lawn. The sprawling main level is light, bright & open with newly refinished bleached hardwood floors & freshly painted interior. Ideal for gracious living & entertaining - enjoy the spacious living room w/brick fireplace flanked by built-in display shelves, plus the large family room/dining room featuring a built-in wet bar, sliders to the balcony/deck, more built-in shelving, plus open to the sunny kitchen showcasing brand new S/S appliances, breakfast nook, & adjoining deck. Step down from the kitchen to the dramatic vaulted sunroom, drenched in natural light, w/skylight, ceiling fan, wood burning stove, & double set of sliders to the deck for outdoor enjoyment. Total 2,265 sf on main & lower levels w/3 bedrooms, one full & one half bath. The primary bedroom offers a full wall of closets w/custom closet systems. All of the bedrooms offer hardwood floors & share the newly refreshed main floor bath with tub/shower enclosure, new fixtures & plantation shutters. Total 420 sf in the walk-out lower level rec room/den with new luxury vinyl plank flooring & newly remodeled powder room. Many additional updates (see Public Remarks Addendum). Top location, convenient to shops/train, & just 57 miles to Midtown.

27 Apple Ln, Redding

12 Granite Ridge Rd, Redding
$725,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24099597 MLS
If a property located a short drive to conveniences including public transportation, Caraluzzi's market, the Mark Twain library, restaurants, and retail while situated in a quaint New England neighborhood appeals to you then this home is for you. With 4 bedroom's, 2 full bathroom's, this home features a sleek open-concept design, blending living space with effortless functionality. While each room is filled with natural light, the exterior is a sanctuary of natural and landscaped gardens. You will enjoy entertaining in the expansive 675 square feet open living room-kitchen, and dining area. Just outside the kitchen is a 20'x16' deck with exquisite views of the private backyard. The ground level floor plan offers flexibility with the possibility of an in-law suite. The recreation room and office can easily be returned to a 2-car garage. Set on a park-like 2-acre lot, the property sits on a quiet street ending in a cul-de-sac.

12 Granite Ridge Rd, Redding

78 Black Rock Tpke, Redding
$635,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24187187 MLS
Discover the quintessential Redding lifestyle in this charming circa 1898 home, perfectly positioned to enjoy the town's excellent schools, open space, and recreational opportunities like hiking, fishing, and kayaking. This 2/3 bedroom home (3rd bedroom being used as a study) also features and 2 full bathrooms, offering versatile living options, a 3-bedroom septic system, central air, updated electical system, thermo pride boiler with lifetime transferable warranty on the heat exchanger and a new shed in the yard. Step inside to discover timeless character with original hardwood floors and high ceilings. The living areas and 2 bedrooms are highlighted by four fireplaces-three decorative and one fully functional with a heater insert - adding warmth. The dining room boasts exposed beams, original leaded glass windows while newer windows throughout the remainder of the house ensure modern efficiency. Relax and unwind on the inviting covered and screened front porch. Need flexible space? The partially heated basement has been used as a home office, and a newer, spacious shed on the property offers endless potential as a workshop or a creative studio. Additionally, existing expansion plans-drawn up by previous owners-are available to help you visualize future possibilities (not submitted for town approval). Ideally located for an easy commute, you are just moments from Joel Barlow High School and the convenient shopping hubs of Bethel and Georgetown. Being sold "as is".

78 Black Rock Tpke, Redding

176 Picketts Ridge Rd, Redding
$279,000
CLOSED Status ⋅ 24101831 MLS
Build Your Dream Home with Breathtaking Lake Views. Imagine waking up each morning to the serene beauty of water and tranquil nature. This is your opportunity to turn that vision into reality on this exquisite lake view property. Offering a rare chance to design and construct your custom sanctuary, this land is the perfect foundation for the home you've always dreamed of. Nestled in a peaceful setting overlooking the pond located off Pickett's Ridge and Simpaug TPK this property boasts stunning panoramic views of the lake, providing an idyllic backdrop for your future residence. Whether you envision a modern architectural masterpiece or a cozy lakeside cottage, the possibilities are endless. The gently sloping terrain is ideal for a home to enjoy expansive decks and large windows to capture the picturesque vistas. Imagine entertaining guests in a home that seamlessly blends indoor and outdoor living, with nature as your canvas. This property is not just a plot of land; it's a blank slate for a lifestyle that embraces relaxation, recreation, and the joys of lakeside living. With over two acres your possibilities are endless for building a charming retreat, Enjoy your new home will be a haven for family, friends, and cherished memories for years to come. Don't miss this unparalleled opportunity to create a legacy property where every day feels like a vacation. Come explore the potential of this beautiful lake view property and start your journey to a dream home.

176 Picketts Ridge Rd, Redding

Redding
$25,000
5 Beds ⋅ 6 Baths ⋅ CLOSED Status ⋅ 24151894 MLS
Private Estate | Redding, CT | 90 Minutes from NYC --Available for 2 to 6 Month Lease-- Welcome to The Manor, a private estate on nearly seven acres of pristine Connecticut countryside, just ninety minutes from Manhattan and twenty from Westport. This is quiet luxury refined: five bedrooms, four full baths, plus two half baths, recently renovated and impeccably furnished throughout, ready for you to enjoy. As you enter, the open floor plan welcomes you with natural light and seamless flow. The modern gourmet kitchen steals the show: sleek cabinetry, professional-grade appliances, and custom countertops that turn everyday meals into something special. Adjacent, unwind in the billiards room with table tennis, or slip into the dedicated home theater and game lounge. Four fireplaces throughout warm winter evenings, while two outdoor fire pits are perfect for summer gatherings. Step outside to resort-level escape: a heated pool and in-ground spa, complete with a large-screen TV by the spa-ideal for poolside sports, movies, or just soaking it all in. The fully fenced backyard offers total privacy, framed by lush landscaping and a tranquil koi pond, with private, direct access to the Saugatuck State Forest and its hiking trails. A short walk brings you to the Saugatuck Reservoir, your own slice of nature. And yes, there is a treehouse, now a pottery studio with a kiln. Freshly painted, fully furnished, and available on a flexible short-term lease.

Redding

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