Refine Search
Sort by
5 Dry River Ct, Redding
$1,135,000
4 Beds ⋅ 5 Baths ⋅ 24195753 MLS
Commanding a private 2-acre setting in a coveted Redding CUL-DE-SAC, this CUSTOM-BUILT residence blends timeless architecture, exceptional craftsmanship & METICULOUS care. A Belgian block-lined stone drive leads to DOUBLE-DOORS & a 2-story foyer w/CURVED STAIRCASE. The sun-filled OPEN LAYOUT includes a gourmet EIK w/center island, built-in desk & bluestone PATIO access, plus a FORMAL DINING RM with floor-to-ceiling windows. The family room features a massive floor-to-ceiling FIELDSTONE FIREPLACE, soaring ceiling, skylights, wall of windows, built-ins, WET BAR and patio access; an upper gallery connects it visually to the foyer. The living room adds another wood-burning FIREPLACE and patio access, while the OFFICE/DEN has matching built-ins. The primary suite offers a 3rd wood-burning FIREPLACE, WIC, PRIVATE BALCONY & skylit bath with DUAL VANITIES, jetted tub & separate shower. A freshly painted 2nd EN-SUITE offers guest, in-law, rec or office flexibility. Two more bedrooms complete the upper level; one has direct bath access & a Juliet BALCONY, & both have ceiling fans. The MUDROOM connects the BACK STAIRCASE, laundry room with utility sink and oversized 3-CAR GARAGE. The lower level includes a SAUNA, adjacent full bath & gym/yoga room. With 4 bedrooms, 4 full & 2 half baths, HDWD FLRS throughout & newer mechanicals, this home is ready to enjoy from day one. EXCEPTIONAL PRIVACY, easy access to amenities & Metro-North, & a Redding setting deliver both lifestyle lasting value.

5 Dry River Ct, Redding

44 High Ridge Rd, Redding
$1,127,000
4 Beds ⋅ 3 Baths ⋅ 24173871 MLS
Serenity awaits in this classic colonial nestled on two level acres in a walker-friendly cul de sac neighborhood. This turn-key home has perfect flow for entertaining. French double doors off the spacious, quartz countered kitchen open up to the sun-soaked four season room with the light and bright great room attached featuring skylights, cathedral ceilings, a fireplace, and a bar area. The bonus room over the garage is ideal for casual gatherings while the living room and dining room with crown molding ceilings and hardwood floors exude elegance for more formal entertaining. An additional room off the kitchen is perfect for guests or as a home office. The upper-level features four generously sized bedrooms with hardwood floors throughout. The primary bedroom suite includes a large walk-in closet and a separate vanity area with a sink outside of the bathroom. Bathrooms are all updated and include high-end fixtures. Hosting will be a breeze in this quintessential New England charmer featuring a long circular driveway. This exceptional property feels like an oasis for quiet, cozy nights in too. Social or secluded, you can have both when you call this home.

44 High Ridge Rd, Redding

127 Limekiln Rd, Redding
$1,125,000
5 Beds ⋅ 4 Baths ⋅ 24179911 MLS
Tucked behind a historic New England stone wall on 2.5 park-like acres, 127 Limekiln Road is a stunning 5-bedroom, 3.5-bath home commanding a magnificent presence. The exterior features a sweeping gravel driveway, detached 2-car garage, fieldstone chimney, copper gutters, a new cedar shingle roof, and a deep front porch. Inside, the bright and flexible floor plan is highlighted by a coveted main-level primary bedroom suite. Designed for both effortless daily living and grand-scale entertaining, the main floor boasts a seamless flow between the sophisticated formal dining room and a gourmet kitchen that opens to a bright breakfast nook. A stylishly appointed half bath adds ultimate convenience to this level. The home's architectural heritage takes center stage in the spectacular family room, where original hand-hewn ceiling beams contrast beautifully with white-washed brick accent walls and a massive wood-burning fireplace. The upper level includes incredibly spacious secondary bedrooms with classic deep-set dormer window alcoves, generous closet space, and two immaculate full baths. The outdoor living space features an expansive, level bluestone patio overlooking a vast, private lawn framed by mature trees. A masterclass in timeless Connecticut heritage, modern luxury, and lifestyle flexibility.

127 Limekiln Rd, Redding

41 Deer Hill Rd, Redding
$1,125,000
4 Beds ⋅ 4 Baths ⋅ 24139797 MLS
Welcome to 41 Deer Hill Rd, an elegant colonial set on just over 2 acres in one of Redding's most sought-after neighborhoods. With 3,912 SF of refined living space, this home blends timeless architectural charm with thoughtful modern updates. Detailed millwork, abundant natural light, and an intuitive flow define the main level. Two expansive great rooms anchor either side of the home with exposed beams, vaulted ceilings, and a dramatic fieldstone fireplace, w/direct access to the deck and private backyard - offering exceptional flexibility for everyday living and effortless entertaining. A formal living room with fireplace and a gracious dining room create a warm, classic setting for gatherings. The main level is rounded out by a powder room and full bath, adding convenience for guests and a busy household. All 3 full bathrooms have just undergone a complete renovation, each one thoughtfully designed w/elevated finishes and a sophisticated, modern aesthetic. They are truly stunning and bring a fresh, luxurious feel to the home. Upstairs, 4 generous bedrooms include a dreamy primary suite w/wood-burning fireplace, walk-in closet, and spacious bath. Another bedroom enjoys a charming balcony, perfect for morning coffee. A full, unfinished basement offers abundant storage and potential for future customization. A rare opportunity to secure a beautifully updated home that pairs enduring style with practical functionality in a highly desirable, walking-friendly neighborhood

41 Deer Hill Rd, Redding

6 Winding Brook Ct, Redding
$1,050,000
5 Beds ⋅ 3 Baths ⋅ 24173873 MLS
**Final offers due by Monday 5/18 at 5pm** Tucked at the end of a cul-de-sac down a long private driveway, 6 Winding Brook Ct offers the rare balance of quiet living and everyday convenience. Surrounded by mature landscaping and nature, this classic 5-bedroom Colonial captures the warmth and character so many buyers are searching for, while still being just minutes to Georgetown's restaurants and cafes and Redding schools. Built in 1971 and thoughtfully designed for both gathering and retreat, the home features beautifully scaled living spaces filled with warmth and charm. The inviting living room centers around a traditional wood-burning fireplace, while the spacious family room-with its dramatic fieldstone fireplace-serves as the heart of the home. Just beyond, a screened-in porch offers the perfect setting for morning coffee, al fresco dining, or quiet evenings listening to the sounds of nature. The eat-in kitchen offers a layout that comfortably supports modern living, flowing naturally into the home's gathering spaces. A dedicated office/library lined with built-ins creates an ideal work-from-home or reading retreat, while the dining room strikes the perfect balance between classic and comfortable.

6 Winding Brook Ct, Redding

51 Farview Farm Rd, Redding
$1,050,000
5 Beds ⋅ 4 Baths ⋅ 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

7 Guardhouse Dr, Redding
$1,028,000
4 Beds ⋅ 3 Baths ⋅ 24129285 MLS
Charming Colonial in Sought-After Cul-de-Sac Neighborhood. Welcome to this light-filled Colonial nestled on a quiet cul-de-sac in a highly desirable neighborhood. A newly repaved circular driveway, framed by professionally designed landscaping, sets a gracious tone as you arrive. Inside, fresh paint and refinished hardwood floors create a bright and inviting atmosphere. Elegant details abound, including classic dental molding in the formal living room. The heart of the home is the spacious kitchen, which opens to an expansive great room featuring picture windows, a cozy fireplace, and soaring vaulted ceilings - the perfect space for everyday living and entertaining. This home offers four bedrooms, including a generously sized en-suite primary bedroom. Two additional bedrooms are located on the second level, while the fourth bedroom - featuring a large picture window - is conveniently situated on the main floor. A private office above the garage provides a quiet retreat for working from home or creative pursuits. From the kitchen, sliding doors lead to a large deck overlooking a private, tree-lined backyard - ideal for outdoor dining or relaxing in a tranquil setting. On the lower level, a walk-out finished family room opens to a brand-new patio area, extending your living space and providing a great spot for gatherings or quiet evenings outdoors.

7 Guardhouse Dr, Redding

194 Lonetown Rd, Redding
$1,020,000
5 Beds ⋅ 4 Baths ⋅ 24129438 MLS
Tucked away on more than three acres, this light-filled contemporary offers space, style, and flexibility in one of Fairfield County's most desirable towns. With 5 bedrooms, 3.5 baths, and over 3,100 square feet, the home is designed for everyday comfort as well as year-round entertaining. The main level highlights dramatic architecture with vaulted ceilings and walls of windows that frame the outdoors. A chef's kitchen with center island connects seamlessly to the dining room, sunroom, and deck, all overlooking the 20x40 heated pool. The private main-level suite includes a sitting room, gas fireplace, spa bath, and walk-in closet. The lower level features three additional bedrooms and a large family room with French doors, creating plenty of space for guests or play. An in/law suite with its own entrance, kitchenette, and full bath is ideal for in-laws, an au pair, or a home office. Just minutes from the train, Redding Country Club, and scenic parks-and less than 90 minutes to Manhattan-this property combines the best of country living with everyday convenience.

194 Lonetown Rd, Redding

25 Starrs Ridge Rd, Redding
$1,000,000
6 Beds ⋅ 5 Baths ⋅ 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 ⋅ 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

45 Great Pasture Rd, Redding
$975,000
4 Beds ⋅ 3 Baths ⋅ 24071709 MLS
Antique lovers, prepare to fall in love! The historic Deacon Samuel Read house, a Federal style colonial, built in 1745 by the founding family of Redding, CT. Enter the stunning 11 X 24 entry hall with exquisite millwork, a gracious sweeping staircase and original wide plank oak floors that run throughout the house. 9+ foot ceilings on the first floor enhance the elegant formal living room and dining rooms, each with a wood burning fireplace to warm your guests. The spacious Sun room with stone floors looks out on the beautifully landscaped, sloping property. A "new" addition built in 1857 includes a cozy family room with a 3rd wood burning fireplace and access to a charming porch where you will sit in the warm weather and enjoy the designated scenic road in front of the homestead. An office/bedroom sits between the family room and the large country kitchen. The dining area in the kitchen opens to a stone patio that leads to the heated in-ground pool. There is a powder room area with a separate shower also on the main level. At the top of the staircase is a large landing area where you will find three generous sized bedrooms and 2 full baths. There are two attic areas that offer expansion possibilities. This property must be seen to fully appreciate the unique character and exudes from every corner. Redding CT is considered "a slice of Vermont" within 60 miles of New York. Come be awed by the area and this magnificent home!

45 Great Pasture Rd, Redding

90 Old Stagecoach Rd, Redding
$955,000
4 Beds ⋅ 3 Baths ⋅ 24132001 MLS
This Contemporary-style home offers space, privacy, and a peaceful connection to nature. With 3,080 square feet of thoughtfully designed living space, this 4-bedroom, 2.5-bath home combines modern comfort with a warm, open feel. The dramatic two-story foyer, cathedral ceilings and lots of large windows welcomes you with natural light and a feeling of openness, perfect for both everyday living and entertaining. The updated kitchen features generous workspace, granite counters, center island, Miele stainless steel appliances and a seamless flow to the dining and living areas. Each room feels spacious and inviting, offering plenty of flexibility for your lifestyle. Step outside to an expansive, two-level Trex floored deck with built-in planters and benches offering a perfect spot for morning coffee, gatherings with friends, or simply taking in the tranquility. Complete with a 2-car attached garage, this home is sited on 2.31 acres and tucked well back from the road by a long, gravel driveway with plenty of parking spaces for guests. Across the street, conservation land with scenic trails invites you to explore the outdoors right from your doorstep. Recent upgrades that add to the home's comfort & reliability include New Miele dishwasher (2025), New ice maker (2025), Freshly painted interior (2025), Refinished main-level hdwd floors (2025, 2022), New well tank (2025), New well pump (2025), New central air conditioning system (2023), New washer & dryer (2021). See Virtual Tour!

90 Old Stagecoach Rd, Redding

86 Fire Hill Rd, Redding
$950,000
4 Beds ⋅ 3 Baths ⋅ 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

74 Seventy Acre Rd, Redding
$950,000
3 Beds ⋅ 3 Baths ⋅ 24154748 MLS
Located in the highly desirable Umpawaug section of West Redding, this exceptional home offers privacy, character, and convenience just minutes to shopping, dining, schools, train and only 60 miles from Manhattan. Set on over 2.5 acres abutting 85 acres of town owned open space, the property provides a rare combination of usable land and protected natural surroundings in a prime location. The chef's kitchen features white shaker cabinets with crown molding, butcher block counters, a dark gray island accented with a dark stone top complete with a farmhouse sink. It opens to a living room with stone fireplace and reclaimed wood mantel. The formal dining room w/ second fireplace showcases a brand-new 16' wide wall of floor-to-ceiling glass sliders that flood the space w/ natural light & open to a new composite deck w/ black rail system and brand-new patio with fieldstone knee walls. Extensive hardscape improvements create ideal outdoor living and entertaining space. The exterior showcases striking stonework accents, newer roof and a contrasting color scheme that enhances curb appeal. Updated baths offer modern finishes. The 2nd floor includes 2 bedrooms plus office/nursery; the main level features a spacious primary bedroom with walk-in closet. Per town, septic updated in '22 supports 4 bedrooms, offering expansion potential. Experience the rare blend of privacy, natural beauty & timeless New England charm that makes Redding one of Fairfield County's most treasured towns!

74 Seventy Acre Rd, Redding

22 Peaceable St, Redding
$950,000
3 Beds ⋅ 3 Baths ⋅ 24118816 MLS
"Peaceable Acres" Nestled on one of the area's most sought-after streets, this sun-filled residence perfectly blends comfort, flexibility, and timeless character. The open-concept raised ranch features, 3 bedrooms, vaulted ceilings with beams and a seamless flow to an expansive deck-ideal for entertaining or relaxing while overlooking the sparkling pool and beautifully landscaped, nature-filled grounds. The lower level provides exceptional versatility, complete with a cozy family room featuring a wood-burning fireplace that opens directly to the pool, a spacious recreation/playroom, and a private home office tailored for today's lifestyle needs. Adding to its appeal, a detached two-car heated garage includes a fully appointed guest apartment with two bedrooms, a full kitchen, bathroom, laundry, and private deck-perfect for multigenerational living, long-term guests, or an au pair. All this privacy and space, just minutes to trains, shopping, and commuting routes. A true country retreat with exceptional flexibility and charm awaits you!

22 Peaceable St, Redding

22 Ledgewood Rd, Redding
$940,000
4 Beds ⋅ 4 Baths ⋅ 24133830 MLS
A Modern Farmhouse retreat designed for your perfect escape from the city, set on 2 serene acres in southern Redding. Positioned on a quiet, picturesque street with underground power lines, this home offers a clean, unobstructed landscape and enhanced reliability during storms. Step inside to an inviting open-concept layout where the living room flows seamlessly into the kitchen perfect for daily living and entertaining. A formal dining room and additional flexible rooms provide excellent options for work, fitness, hobbies, or relaxation. Recent improvements include a new two-zone central air system with a ventilation air-exchange system and new heated granite front steps that provide automatic snow and ice melt in winter. The wraparound deck overlooks a private, wooded yard with room to add a pool-ideal for enjoying every season. Conveniently located just minutes from Route 7, a grocery store, schools, the train, and downtown Georgetown, this home offers a rare combination of tranquility and accessibility.

22 Ledgewood Rd, Redding

283 Redding Rd, Redding
$939,000
4 Beds ⋅ 4 Baths ⋅ 24113405 MLS
Welcome to "Hawks Nest"- a one-of-a-kind 1936 expanded ranch offering 4,600 sq ft of space, filled with history, character, and modern updates. Originally built by famed aviator Frank Hawks, this unique property offers timeless charm with today's comforts, backing up to a sprawling and serene 2.47 acres. The main level enjoys open concept living which features a spacious living room, kitchen, hardwood floors, sunroom/office and a master suite, while the walk-out lower level boasts 8ft ceilings with an additional office space, guest suite, entertainment room, wet bar, and a covered stone porch. Finished upper level with two additional bedrooms, a bathroom, hardwood floors and a large walk in storage room complete with a cedar closet. Outside, enjoy stone walls, gardens, level land for play and entertaining, plus expansive acreage with a large storage shed. Meticulously maintained with major improvements: new roof and expanded parking (2025), house painted, new fence, porch upgrades, and back windows (2024), and a major remodel with finished third-floor living space and updated bathrooms (2021). Additional updates over the past 1-7 years include boiler, kitchen, central A/C, and front windows. Winter is easier with a heated garage and smart garage doors. Located just minutes from Georgetown shops, restaurants, and Metro North, with easy access to Stamford and NYC. Truly special-must see to appreciate!

283 Redding Rd, Redding

2 Brick School Dr, Redding
$925,000
4 Beds ⋅ 3 Baths ⋅ 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

94 Old Stagecoach Rd, Redding
$915,000
4 Beds ⋅ 3 Baths ⋅ 24129197 MLS
Welcome to this absolutely turnkey and beautifully updated 4 bedroom, 2.5 bath center-hall Colonial offering stunning curb appeal, an open floor plan, and a prime location in the heart of Redding. Set on a quiet, walkable street close to schools and town center, it offers the perfect blend of comfort and convenience. Inside, light-filled spaces have been thoughtfully opened up for modern living. The main level showcases a spacious layout with a large kitchen featuring a center island, custom cabinetry, Bosch and Thermador appliances with gas range and dining area that seamlessly flows into the family room, living room with wood-burning stove and home office. A convenient mudroom connects the home and garage for everyday ease. Upstairs are 4 generous bedrooms, including a serene primary suite with large bathroom and closet, a hall bath for the additional bedrooms, and bright versatile flex space up the back staircase above the garage - perfect as a playroom, studio, or lounge. A large unfinished basement offers abundant storage or potential gym/playroom. Extensive upgrades include new central A/C (2025), Marvin windows and James Hardie siding (2022), a complete kitchen remodel (2018) and a 16x12 shed (2024). Every detail has been done-simply move in, unpack, and start enjoying life at 94 Old Stagecoach Road!

94 Old Stagecoach Rd, Redding

81 Pinetree Rd, Redding
$905,000
4 Beds ⋅ 3 Baths ⋅ 24174134 MLS
A rare opportunity to own a thoughtfully updated antique home with a separate guest cottage, set on 1.66 picturesque acres in Redding, blending timeless character with modern livability in a way that is increasingly hard to find. A welcoming foyer with a vaulted ceiling sets the tone, leading into a sunlit living room anchored by a gas fireplace, custom built-ins, and a large picture window. The space flows easily into the dining area and an updated kitchen, creating a natural layout for both everyday living and entertaining. Just beyond, a light-filled family room with Saltillo tile floors and oversized windows opens through French doors to a crushed stone patio, where a fire pit and mature hydrangeas create an ideal setting for outdoor gatherings and quiet evenings alike. The main level also features the primary bedroom, offering ease and flexibility, while upstairs includes two additional bedrooms, a full bath with laundry, and a separate bonus space well-suited for a home office or reading nook. Adding to the property's appeal is a separate one-bedroom cottage with a full bath, living room, kitchenette, and its own heating system, an exceptional option for guests, work-from-home needs, or creative use. Set amid established landscaping with a sense of privacy and calm, this storybook home lives beautifully day to day, with the added flexibility and character that make it truly stand apart. OFFER DEADLINE MON 5/18 @ 5pm.

81 Pinetree Rd, Redding

33 Topledge Rd, Redding
$900,000
3 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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 Farview Farm Rd, Redding
$900,000
4 Beds ⋅ 3 Baths ⋅ 24100976 MLS
Fabulous Farview Farms home w/ neighborhood pool & tennis! The gorgeously landscaped 2-acre property, with a circular driveway, classic stone walls & a lush perennial garden, sets the tone for what's inside this beautiful 4BR contemporary. Spacious main level rooms are bathed in natural light from many oversized windows and there is a wonderful flow that makes entertaining a breeze. The stunning living room boasts a wood-burning fireplace & dramatic vaulted ceiling. Built-ins & an inviting window seat can be found in the family room that with access to the four-season room/greenhouse. Both the eat-in kitchen & the dining room can easily host large holiday gatherings while offering gorgeous views of the gardens & the open space/bird sanctuary just beyond the property's stone walls. The large main level primary BR suite is convenient, yet private. On the upper level, there are 3 BRs & a spacious hall bath. Not to be the missed is the walkout LL that is large enough for a pool table/home gym. Outside, a curved stone wall surrounds the gardens that house 3 seasons of perennials & several species of mature trees can be found on the property. Farview Farms is a beautiful Redding neighborhood where you can enjoy the Olympic-sized pool, tennis & clubhouse amenities as well as hiking trails and a pond for fishing/skating! This home is quite special where many wonderful memories were made and is now ready to welcome the next owner to create their own special times!

76 Farview Farm Rd, Redding

76 Pocahontas Rd, Redding
$885,000
4 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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

119 Peaceable St, Redding
$840,000
3 Beds ⋅ 3 Baths ⋅ 24150713 MLS
Welcome to 119 Peaceable Street! Set on over 5 private acres in one of Redding's most picturesque settings, this lovingly maintained 3-bedroom, 3-bath home is being offered for the first time by its original owners. Thoughtfully cared for throughout the years, the home reflects pride of ownership at every turn. Large windows throughout the home flood the interior with natural light, creating bright, inviting living spaces while framing beautiful views of the surrounding property. Freshly painted inside and out and featuring a new water heater, this move-in-ready home offers the perfect balance of comfort and peace of mind. Step outside to your own private retreat, where an in-ground pool is surrounded by mature landscaping and serene natural beauty. Whether entertaining guests, enjoying a quiet morning coffee, or unwinding poolside, the setting offers exceptional privacy and tranquility. Rarely does a property combine this level of seclusion, natural beauty, and meticulous care. A unique opportunity to own a cherished home with over 5 acres of land in the heart of Redding.

119 Peaceable St, Redding

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.