369 houses for sale in Boston, Redding town Fairfield County Connecticut

This is very special. $7,500 per month income! 3 Units! INVESTOR'S DREAM ! AN AMAZING OPPORTUNITY IN LOWER WESTON-DIRECT SAUGATUCK RIVER FRONT VIEWS - Beautiful home with separate living spaces featuring living rooms, family rooms, dining areas, newer kitchens and baths, wraparound decks with serene river views and so much more. Beautiful hardwood floors throughout, updated bathrooms and kitchens, brand new oil tanks and heating systems separate to each unit. This was in the past a two family configuration and still is. There is a separate large rentable office space with a full bath in the lower level, overlooking the river. Two separate units with separate front doors - with kitchens, living rooms, bedrooms, etc - in excellent shape. Freshly painted inside and outside. Could be very easily converted back to a single family home. The garage is unattached, a little separate from the house

Welcome to an incredible opportunity in the highly desirable town of Weston! Set back from Newtown Turnpike on a secluded, level 1.33 acre lot, this exceptionally well maintained 3 bedroom, 2 full bath ranch offers 1,332 square feet of comfortable single level living with hardwood floors throughout and a detached two car garage. Ideally located near the Saugatuck Reservoir, Merritt Parkway, and Devil's Den Nature Preserve, the property is ready for its next owner's vision. Thoughtful updates could transform the existing home into a beautiful retreat, while the generous lot may offer exciting possibilities for expansion, including a potential second story addition or new construction, subject to town approvals. Surrounded by impressive neighboring homes, the possibilities here are substantial. Whether you're looking to renovate, expand, build new, or simply create your dream home while enjoying convenient single level living, this Weston property offers a rare combination of location, p

Nestled on over 3 breathtaking acres with over 500 feet of frontage on the west branch of the Saugatuck River, this exceptional property offers the perfect blend of privacy, outdoor living and natural beauty. Surrounded by mature trees and lush lawns, the setting is nothing short of spectacular-truly one of the most beautiful in Weston. The spacious home is thoughtfully designed with an open floorplan that seamlessly connects the main living areas, making it ideal for entertaining. It features four generously sized bedrooms, each with its own private bathroom. The main level includes a large living room and a den each with a fireplace and river views, an elegant dining room, and a family room off the expansive kitchen-all flowing effortlessly from one to the next. There is a second story great room with oversized windows and beautiful views. This bright and airy room with cathedral ceilings and a full bathroom can easily be converted into a fifth bedroom. Just outside, your own private

NEWLY PRICED* Tucked behind classic wood rail fencing and stone walls, this charming, beautifully updated Colonial offers turn-key living with a right-sized footprint in a private Weston setting. Thoughtful improvements include renovated baths, new windows, a new roof, new kitchen appliances and numerous additional updates-allowing the next owner to simply move in and enjoy. The welcoming floor plan makes smart use of every space, with formal living and dining rooms and French doors opening to an expansive wraparound deck for easy indoor-outdoor living. A sun-filled family room with vaulted ceilings adds an airy gathering space, while the well-appointed kitchen and powder room complete the main level. Upstairs, the primary suite features a custom walk-in closet and en suite bath, with two additional bedrooms and a full hall bath. The finished walk-out lower level, with its own entrance, adds valuable flexibility for a home office, playroom, fitness space or guests. Set on.83 private ac

Exceptional opportunity for today's buyer! Tucked away in a private, yet neighborhood-like setting, the craftsmanship and beauty of this custom colonial reveals itself the moment you walk through the door. Seamless flow, a sprawling primary suite with fireplace, private office with built-ins and French doors that lead to a porch, as well as a finished basement are just a few of the features that make this home so special. The open-concept kitchen serves as the centerpiece of the home, connecting to the main living areas, including a sun-filled breakfast room, formal dining room, spacious family room, living room, private office, and two powder rooms-perfectly suited for both everyday living and effortless entertaining. The upper level features an expansive primary suite with private sitting room, walk-in closet and a bright, en-suite bath. The additional bedrooms are generously sized and share Jack-and-Jill or en-suite bath configurations. The beautifully designed stone patio and outdo

This architecturally distinctive mid-century modern Deck House offers a rare lifestyle retreat on two serene acres in Lower Weston. Designed to embrace its surroundings, the home features signature walls of glass, warm wood ceilings, and an open-flow layout that creates a seamless connection between the indoors and the natural beauty outside. The main residence makes an unforgettable impression with expansive windows framing sweeping lawn views and stunning western sunsets. At the heart of the home, a renovated kitchen with a large island flows into the dining and living areas, anchored by two wood-burning fireplaces. With four bedrooms and 3 full baths, the layout provides exceptional flexibility, including a dedicated home office and additional flex space perfect for a fitness studio or creative retreat. The primary suite continues the aesthetic with oversized windows overlooking the private grounds. The property transforms into a private resort with an expansive wrap-around deck and

First time on the market in over 60 years! Welcome to this lovingly maintained split-level home nestled on a level lot on a quiet cul-de-sac in the heart of Ridgefield. This home has a floor plan that offers both functionality and flexibility, with ease of everyday living in mind. The main level has an eat-in kitchen, living room and a bright and airy sunroom that provides the perfect place to relax year-round. Upstairs, you'll find three bedrooms, a half bath in the primary bedroom, and a full bath in the hall. Pull-down attic access from the hallway provides exceptional, easily accessible storage. The lower level offers a spacious family room with a cozy wood stove, a full bath, and direct access to the attached two-car garage. The basement includes a flex room, ideal for a home office, fitness area, hobby space, or additional storage, along with a dedicated laundry and pantry room with convenient access to the utility area. This home features an attached two-car garage, a spacious d

Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer and grand staircase. The custom Clark Construction kitchen, enhanced in 2023, features dual full-size Thermador ovens, Sub-Zero refrigerator, quartz countertops, expansive island, and butler's pantry with additional Sub-Zero, opening to a sun-filled great room w/stone fireplace and wall of windows overlooking private, level grounds. Seamless indoor-outdoor living extends to an expansive deck surrounded by mature landscaping and stone walls. The main level includes a flexible private office suite with multiple entrances, sitting area, bedroom, and full bath, ideal for guests or multigenerational living. Upstairs, the primary suite offers a sitting area, dual-sided fireplace, automated blackout shades, 2 walk-in cl

Welcome to this spacious 4-bedroom, 3-bath Colonial offering 2,700+ square feet of versatile living space in Lower Weston. Set on 2.3 private wooded acres, the home features a flexible floor plan with generous living areas, a finished lower level, and a bright four-season room that provides additional year-round living space. The main level has the convenience of first-floor laundry along with an additional room and full bath, creating an ideal setup for guests, or a home office, while the finished lower level adds even more flexibility for a den or entertaining. Enjoy the best of Weston living with award-winning schools, and convenient access to major commuting routes. Here's your opportunity to create your dream home in one of Fairfield County's most desirable communities

Exceptional opportunity for today's buyer! Tucked away in a private, yet neighborhood-like setting, the craftsmanship and beauty of this custom colonial reveals itself the moment you walk through the door. Seamless flow, a sprawling primary suite with fireplace, private office with built-ins and French doors that lead to a porch, as well as a finished basement are just a few of the features that make this home so special. The open-concept kitchen serves as the centerpiece of the home, connecting to the main living areas, including a sun-filled breakfast room, formal dining room, spacious family room, living room, private office, and two powder rooms-perfectly suited for both everyday living and effortless entertaining. The upper level features an expansive primary suite with private sitting room, walk-in closet and a bright, en-suite bath. The additional bedrooms are generously sized and share Jack-and-Jill or en-suite bath configurations. The beautifully designed stone patio and outdo

In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exce

Set on a premier cul-de-sac across from the beautiful grounds of the prestigious Aspetuck Valley Country Club, this gorgeous all-brick Colonial makes a spectacular first impression. A new circular driveway through the landscaped 2 acres leads to this architecturally distinctive custom home which was designed and built to exacting standards. Varied roof lines, bay windows, copper accents, distinctive chimneys and established landscaping set the tone for this refined home. Double doors lead to the sun-filled foyer w/floating staircase, powder rm and walk-in coat clst. Many rooms feature soaring cathedral-height ceilings, incl the LR and fam rm, each w/ fireplaces and oversized windows. DR w/tray ceil. Updated kitchen w/fresh white cabinetry and new appls incl dbl ovens has a breakfast area w/bay window and garden views, plus a mudroom leading to the 3-car garage. The exquisite library/office has a cathedral ceil, 3rd fpl, cstm built-ins and bay window. 5 BR (4 per town) beginning with a

Set in a convenient Weston location, this adorable 2 bedroom ranch offers an inviting opportunity to enjoy one of Fairfield County's most desirable communities. Filled with character and easy living, this home offers a bright and comfortable layout featuring a modern kitchen, lovely living room, 2 bedroom, office nook and a full bath. A dry basement provides excellent storage. Highlights include upgraded electrical, new infrared propane heater, new appliances, new mini splits, new well pressure tank and water filtration system. Perfect for those looking to enjoy a low maintenance lifestyle, this move-in ready home offers a wonderful opportunity to experience all that Weston has to offer. Conveniently located near the Weston Field House, town amenities, and miles of scenic open space trails, you'll love the balance of privacy, recreation, and convenience. Whether you're looking for a full time residence or a weekend retreat, this adorable home is ready to welcome you

Welcome to an incredible opportunity in the highly desirable town of Weston! Set back from Newtown Turnpike on a secluded, level 1.33 acre lot, this exceptionally well maintained 3 bedroom, 2 full bath ranch offers 1,332 square feet of comfortable single level living with hardwood floors throughout and a detached two car garage. Ideally located near the Saugatuck Reservoir, Merritt Parkway, and Devil's Den Nature Preserve, the property is ready for its next owner's vision. Thoughtful updates could transform the existing home into a beautiful retreat, while the generous lot may offer exciting possibilities for expansion, including a potential second story addition or new construction, subject to town approvals. Surrounded by impressive neighboring homes, the possibilities here are substantial. Whether you're looking to renovate, expand, build new, or simply create your dream home while enjoying convenient single level living, this Weston property offers a rare combination of location, p

Discover a truly special country retreat where warmth, character and timeless New England charm come together. Tucked away at the end of a long private drive, this inviting home offers a refreshing departure from the ordinary, with a thoughtfully designed floor plan that creates comfortable, flexible spaces for today's lifestyle. Sunlight streams in, enhancing the home's welcoming atmosphere and unique architectural character. Rich in authentic details-including reclaimed hand-hewn beams, 2 fireplaces, brick and hardwood floors, a country kitchen and a screened porch-the home offers five bedrooms and five full baths. The dramatic great room is the heart of the home-a relaxed, barn-inspired space with soaring cathedral ceilings and painted floors, made for gathering. Flowing easily to the kitchen, screened porch and pool, it's where entertaining feels effortless and traditions are made. The expansive rec room, with soaring vaulted ceilings, is ideal for a home gym, golf simulator, offic

Turnkey, rarely available townhouse in the heart of Ridgefield with attached garage. This beautifully updated 2-bedroom home offers a clean, fresh, and airy feel with an open, flexible floor plan ideal for today's lifestyle. The brand-new kitchen features quartz countertops, and new appliances, flowing seamlessly into the living and dining areas. Freshly painted throughout with new flooring and updated lighting, this home is truly move-in ready. Enjoy two updated full baths plus a powder room, along with a functional mudroom for everyday convenience. Private deck backs to peaceful woods with direct access to a path leading to the community pool. Amenities include pool, clubhouse, fitness center, and tennis courts. Heat and hot water included in common charges. Just steps to Ridgefield's vibrant town center with shopping, dining, and entertainment. Assessment has been paid in full

Bring your creativity and vision to make this distinctive home your own. Ideally situated in lower Weston, just 1 mile from the award-winning Weston schools and minutes, this contemporary style home is set on 2.23 private acres with a heated pool. The flexible, open floor plan features dramatic walls of glass that bring the outdoors in and showcase the beautiful surroundings year-round. The home offers 4 bedrooms. a private office, and a finished walkout lower level with direct access to the pool-perfect for entertaining, recreation, or extended living

Welcome to 10 Dragonwood Lane - The Iconic Origami House Set on an extraordinary 15.57-acre estate spanning four separately deeded parcels, 10 Dragonwood Lane is a one-of-a-kind architectural masterpiece that seamlessly blends modern design, luxury, and nature. Known as the Origami House, this remarkable residence offers unparalleled privacy, tranquility, and future development potential while bordering a serene nature preserve. A winding, tree-lined driveway leads past flowering cherry trees, a private electronic gate, and a lighted tennis court before unveiling the home's breathtaking contemporary design. Conceived by the renowned Leroy Street Studio of Manhattan, the approximately 8,500-square-foot residence draws inspiration from the art of folded geometry. Sculptural cube-like forms create dramatic ceiling heights, expansive walls of glass, and light-filled interiors that effortlessly blur the distinction between indoor and outdoor living. At the heart of the home is the spectacul

WOW! Gorgeous MID CENTURY MODERN nestled on over 300 feet of direct Saugatuck river frontage! Enter to sweeping views of the leafy bucolic scenes of nature through the walls of glass on both levels. Light and bright white kitchen opens to lovely deck for effortless entertaining. The inviting living room has a stunning floor to ceiling fireplace for cozy fall evenings. The primary bedroom suite is complete with a spa like bathroom, walk in closet, laundry and convenient office -ALL with RIVER VIEWS. The lower level is a comfortable relaxing family room, two bedrooms and full bath with direct access to the slate patio-with RIVER VIEWS. Thru a separate entrance in the back there is a newly finished sauna and shower. The cottage has endless possibilities. home office, work out space, separate lounge area. AND of course has gorgeous RIVER VIEWS! Pool permit has been approved; renderings attached just steps from the new sauna/shower. A pool would be a great addition 46 Valley Forge, a stunni

Thoughtfully sited high above Aspetuck Country Club's picturesque 16th fairway, this 5-bedroom, 4-bath residence offering over 5,300+ square feet was curated from the ground up to celebrate its extraordinary setting. Walls of glass, soaring vaulted ceilings, skylights, and multiple decks were thoughtfully designed to capture the ever-changing play of natural light-from the first rays of sunrise to the soft glow of moonrise-while framing breathtaking panoramic vistas that extend well beyond the fairway. Here, the eye is drawn to long-distance views that seem to stretch for miles, creating a living backdrop that transforms beautifully with every season. At the heart of the home, the centrally located eat-in kitchen opens to a spacious great room, creating an inviting gathering space for family and friends. Enjoy entertaining from expansive decks, where indoor and outdoor living blend seamlessly. However, the one-of-a-kind private indoor pool pavilion-an extraordinary year-round retreat f

Move right in and enjoy easy living just minutes from Main Street and all that Ridgefield has to offer! This light and bright two-level home offers 2 bedrooms plus a first-floor den and 2.5 baths, along with fresh paint and new flooring throughout the entire unit. The open-concept living and dining areas offer an easy flow for everyday living and entertaining, with sliders from the living room leading to a beautiful Trex deck. The first-floor den provides flexible space for a home office, guest room, or sitting area. Abundant storage throughout makes organization easy. The primary suite features brand-new hardwood floors, a large window, and two generously sized closets, while the primary bath offers a convenient walk-in shower. The second spacious bedroom is sunny and bright, with hardwood floors and a large closet. A full hall bath with a tub and shower provides additional convenience. In-unit laundry. Residents of Casagmo enjoy access to an in-ground pool, tennis courts, and basketb

Revive a bygone era in this enchanting circa 1924 estate, idyllically sited on 2.30 extraordinary acres along the scenic Aspetuck River. A classic white picket fence welcomes you to the Main House, surrounded by mature specimen trees, lush gardens, and breathtaking river views. Rich in history and timeless character, the residence showcases original architectural details, gracious living spaces, exposed beams, and inviting fireplaces that evoke the romance of a simpler time. Nearly every room captures tranquil water views and spectacular sunrises, creating a seamless connection to the serene natural landscape. Designed for both relaxed everyday living and memorable entertaining, this distinctive home offers warmth, charm, and endless possibilities. A separate 550-square-foot, three-room Guest Cottage with a fireplace and attached garage provides exceptional flexibility for guests, a studio, home office, or future restoration. The outdoor setting is nothing short of extraordinary. Expan

In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/. Acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every turn, including a coffered ceiling living room, a banquet sized dining room with a curved wall of windows, and an octagonal office. French doors create a natural flow to two stone patios and sweeping lawns. The gourmet kitchen, appointed with four Wolf ovens, dual Sub Zeros and dishwashers, and extensive custom cabinetry, is designed for both comfortable daily living and memorable entertaining. The serene primary suite offers a private sitting room, balcony, barrel-ceiling dressing room, and an inspiring octagonal bathroom, while additional en-suite bedrooms and a full in-law suite provide exce

Exceptional custom home in the premier Ridgefield commuting location! This 4BR/3 Full Bath/2 Half Bath home blends warmth and understated elegance with top-notch details and finishes throughout. A welcoming two-story foyer opens to the light-filled main level featuring a living room with gas fireplace that flows seamlessly into the spacious dining room. At the heart of the home is the chef's kitchen with high-end appliances and a large center island, opening to the show-stopping, two-story family room with walls of windows and gleaming hardwood floors. A private office and powder room complete this level. Upstairs, the serene primary suite offers a luxurious spa bath, while an en-suite guest room and two additional bedrooms with a shared bath provide comfort and space for everyone. The finished walk-up attic is perfect for a playroom or second office, while the lower level, already framed and ready to finish, offers future expansion potential. Enjoy morning coffee on the charming front

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank