466 houses for sale in Winsted

Location, Location, Location. Beautifully appointed Colonial, where timeless charm meets modern comfort. Perfectly situated in a picturesque setting, you'll enjoy breathtaking flowering trees and beautiful scenery throughout every season, creating a peaceful backdrop you'll love coming home to. This move-in ready home features stunning Quartz countertops with a stylish backsplash, fresh interior paint, a beautifully renovated primary bath, updated lighting fixtures, a newer roof, and so much more. Just a short walk away is Simsbury Farms Recreation Center, offering an incredible lifestyle with an 18-hole golf course, aquatic center, racket sports, ice rink, fitness trail, playground, and a variety of seasonal programs and activities for all ages. You'll also love being close to Simsbury Meadows Performing Arts Center, home to the renowned Talcott Mountain Music Festival, where the Hartford Symphony Orchestra hosts its annual outdoor summer concert series. From the power of a full class

Enchanting architectural design and captivating on the pond setting come together in this exceptional Custom Colonial,where abundant windows frame tranquil views and attract natural light.Nestled on 2+ private acres in sought after, peaceful cul-de-sac of fine homes.The inviting interior unfolds w/a wonderful sense of openness and light from showstopping 2-story frpl FR and stunning flr to ceiling window to a gorgeous frpl LR w/lofty ceiling adding to the home's airy feel.French drs extend the generous DR to well-appointed butler's pntry adjoining tremendous sunfilled Kit w/substantial islnd and sunfilled breakfast rm.Relax in the screen prch w/striking wood paneling, or settle on new composite deck w/integrated lighting to enjoy picturesque grounds.Perfectly positioned to capture views through expansive windows,the 1st fl Primary Suite offers a tranquil escape w/lg wlk-in and spa bth.Adjoining Sitting Rm/private Study offers options.Upstairs brings even more versatility w/3 addl Bdrs,

Situated on 2.6 peaceful acres, this unique property offers exceptional space and flexibility for multigenerational living, rental potential, or a private guest residence. Offering 5 bedrooms, 3 full baths, and 1 half bath. The main residence features 3 bedrooms and 2 full baths, with the primary living quarters located above the oversized garage. This spacious upper level offers an open-concept living room, kitchen with dining area, the master bedroom has a walk-in closet and private bath, two additional bedrooms, a second full bath, and a private deck overlooking the peaceful surroundings. The in-law suite provides its own private living space with 2 bedrooms, 1.5 baths, spacious living room, dining room, kitchen, laundry room. Whether used for extended family, guests, or a private home office, this flexible layout offers endless possibilities. Car enthusiasts, hobbyists, and contractors will appreciate the impressive 40' x 40' heated garage, featuring radiant floor heat, a 12,000-po

HIGHEST AND BEST OFFER DEADLINE IS SATURDAY 9/26 AT 5PM A fresh new price makes this Simsbury Cape an exceptional opportunity! Offering 4 bedrooms and 2 full baths, this spacious home blends classic New England charm, comfort, and value in one of the Farmington Valley's most sought-after communities. Many major improvements are already complete, including central air in 2025, a new boiler in 2026, hot water heater in 2020, and septic system in 2016-leaving the next owner free to focus on personal style and cosmetic updates. Inside, hardwood floors add warmth throughout, while the inviting living room features a wood-burning fireplace for cozy New England evenings. The large eat-in kitchen provides plenty of room for everyday meals and casual gatherings. A heated mudroom offers built-in storage, a doggy door, and convenient access to both the front and backyard. Outside, the fully fenced backyard provides privacy and space for pets, play, or gardening, along with a patio for grilling, o

Welcome to this inviting 3/4 bedroom, 2.5-bath Cape nestled in a peaceful Simsbury neighborhood. Brimming with character and enhanced by thoughtful updates, this home offers the perfect blend of classic charm and modern comfort. Inside, you'll find beautifully refinished hardwood floors, a newly renovated bathroom, new flooring in the lower level, and a kitchen equipped with new stainless steel appliances. A new roof installed in 2026 adds valuable peace of mind, while numerous updates throughout make this home truly move-in ready. Step outside to enjoy the fully fenced-in backyard-an ideal setting for relaxing, entertaining, gardening, or enjoying time outdoors. Warm, welcoming, and wonderfully updated, this charming Cape is ready for its next owner. Don't miss the opportunity to see all this lovely home has to offer

Move-in ready end-unit townhouse nestled in a peaceful, wooded setting at the top of Heritage Glen! Enjoy a cozy fireplace, dining area with window seat, and sliders leading to a private composite deck. The upper level features two spacious bedrooms, including a primary bedroom with two closets and a private balcony offering beautiful views of Talcott Mountain. A beautifully remodeled full bath and convenient laundry area complete the upper level. The detached garage offers additional storage. Recent updates include roof, HVAC/air conditioner, washer and dryer. Enjoy community amenities including a pool and clubhouse, all just minutes from shopping, dining, the library, and downtown Simsbury. Condo fees include exterior maintenance, snow and trash removal, pool, clubhouse, and basic cable. The property has a special assessment for the roof of $8,472, which will be covered by the seller

Built c. 1780, this distinguished center-hall Colonial was once part of the larger Butternut Brook Farm. Today, it is offered on 2 lots totaling 22.2 +/- acres on a quiet street in a coveted location w/open meadow views and 3 historically significant barns: a massive c. 1840 gambrel bank barn once used for hay, cattle, and later dairy operations, a smaller English barn whose banked section formerly served as a bull barn and calf barn. Featuring classic center-hall Colonial architecture, the house spans 4,145 +/- square feet w/5 bedrooms, 4 full baths and 1 half bath. The Center Hall is flanked by beautifully proportioned Living and Dining rooms with hard wood floors, fireplaces and beams. A cozy Family room has a large fireplace w/a wood-burning stove and original beehive oven, exposed beams, chestnut floors and handsome wood paneling. Large kitchen w/island, spacious dining area, sitting area leads to a handsome Bar room. Upstairs are 4 bedrooms and an office, including a spacious en

A rare opportunity to own a significant example of Litchfield County modernism, this distinctive 1970 home was designed by noted Yale educated architect Thomas C. Babbitt, whose work helped shape the region's mid-century architectural landscape. Thoughtfully conceived to respond to its natural setting, the home reflects Babbitt's modernist sensibility through dramatic expanses of glass, soaring ceilings, strong geometric forms and an effortless connection between interior and landscape. Two-story windows frame the surrounding acreage as an ever-changing backdrop. The interiors retain the character and warmth that defined Babbitt's designs: generous volume balanced by intimate living spaces, built in book cases, multiple fireplaces, the interplay of wood, glass and stone. The home feels at once architecturally important and remarkably livable. Chef's kitchen with high-end appliances, original wood cabinets, stylish bar. Recognized as six bedrooms, though two are used as an office and me

Tucked onto nearly 2 acres in Simsbury, this spacious Cape offers approximately 3,689 sq. ft. of finished living space, including 2,689 sq. ft. above grade plus approximately 1,000 sq. ft. in the finished walk-out lower level. The flexible layout gives everyone room to spread out, gather and make the home their own. Picture quiet mornings with coffee in the sunroom, holidays and dinners shared with family and friends, and cool evenings curled up beside one of three fireplaces found in the living room, family room and den. Hardwood floors add warmth throughout much of the home, while multiple living areas allow rooms to evolve along with your needs. Four bedrooms include one in the finished lower level, creating privacy for guests or extended family. Outside, the nearly 2-acre setting offers space and privacy while remaining convenient to Simsbury shopping, dining, recreation and everyday amenities. A home with character, room to grow and possibilities that are hard to find. The renovat

Set on just over 3 acres along one of the area's most iconic country roads, this beautifully maintained farm offers a rare combination of timeless farmhouse charm and modern convenience. Thoughtfully updated with an addition completed in 2002. This home retains the warmth, character, and cozy feel of a classic farmhouse while providing the comforts expected today. 4 bedrooms, 2.5 baths, front and back stairs, Screened porch and bluestone patios for el fresco dining or sitting around the firepit while taking in the peaceful surroundings. Beyond the house, the property unfolds as a country retreat, framed by pastoral views that provide an enduring backdrop in every season. Exceptionally well-maintained outbuildings further enhance the property, offering versatile space for a private studio, workshop, collector's retreat, equestrian or agricultural pursuits, the barn has one horse stall with room for another. There are properties that offer a beautiful home, and then there are properties

Stunning, classic center-hall colonial set on 2 acres of secluded, private land amidst an established cul-de-sac road. Luxury, quality and care exude from this sprawling 3,600 sq ft, 4 bedroom, 2.5 bathroom, 2-car garage home. The curb appeal of this home draws you in with greenery, surrounded by mature trees, custom paver walkways, patio and fire pit, and professional landscaping and retaining walls. Inside you are met by gleaming hardwood floors and natural light spilling in everywhere. The kitchen is the heart of this home and features custom cabinetry, modern lighting, a travertine-tile backsplash, crown molding and new stainless steel appliances. There are granite counters with a breakfast bar peninsula and an eat-in area with beautiful French doors that open to the back deck, allowing for fluid indoor-outdoor entertaining! A large formal dining room with chair rail provides lots of space for dining. Main level provides plenty of living space with both a formal living room and a c

Set on a picturesque 4.86 acre setting, Silver Street Homestead c.1767 offers a rare opportunity to own one of Connecticut's treasured antique homes. Lovingly cared for by only three families over nearly 260 years, this remarkable Colonial is surrounded by beautiful perennial gardens and features a classic New England barn with water and a walk-up second floor, charming chicken coop, covered porch, circular driveway, and privacy. Inside, timeless character shines through with wide board floors, three fireplaces, two staircases, beautiful chestnut woodwork, and authentic period details throughout. The spacious eat-in kitchen features custom Carlson cabinetry, Viking stainless steel appliances, warming drawer, wine refrigerator, and opens to a cozy sitting area with sliders to the rear deck overlooking the peaceful grounds. The family room, formal dining room with fireplace, first floor office with built-ins, full bath, and laundry complete the main level. Upstairs offers four spacious b

Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest period details: welcoming front and side porches, original wood trim, stained glass windows, and hardwood floors. The full two-story layout features 9.5-foot ceilings and generous room proportions on the first floor, various sized bedrooms on the second, a walk-up attic above, and a full basement below. Sun-filled and tranquil, this home awaits your vision - whether renovation or preservation, the bones are excellent. Nestled in a lovely neighborhood and only minutes away from Norfolk's coveted amenities, this offering is a rare opportunity

How does an interest rate reduced by 2% sound!' That's right! This property comes with a Seller paid rate buy down! Peace of mind for years to come with an already updated and very well cared for, woodland oasis property. Character, craftsmanship and serenity come together in this distinctive Colonial, beautifully tucked away in a desirable neighborhood. The chef's kitchen features solid Maple cabinetry, granite counters, a Viking six-burner range with a hood and remarkable century-old reclaimed hardwood flooring sourced from a KY cotton warehouse! Rich details include solid wood doors. Find pine post-and-beam accents adorning your entertaining spaces and a wood-burning fireplace hearth to warm up to. Wired for a 6.1 surround sound system if desired. 4 Spacious bedrooms and 2.5 updated baths are where you'll rest. Outdoor living shines in the sun with a Georgian-style front porch plus a Brazilian walnut back deck with outdoor shower and serviced hot tub overlooking protected land. Enjo

Escape to Your Own Private Hilltop Retreat! Perched on one of Granby's most breathtaking homesites, this exceptional 5-bedroom Colonial offers sweeping western views, unforgettable sunsets, and the privacy today's luxury buyers crave. Move-in ready and beautifully maintained, the home blends generous living spaces with timeless New England charm. The finished walkout lower level provides endless possibilities for entertaining, a home gym, media room, or guest suite. Car enthusiasts, hobbyists, and collectors will appreciate the rare combination of an attached two-car garage plus a detached three-car garage-creating space that's difficult to find anywhere in the Farmington Valley. Outside, manicured grounds surround the home, creating a peaceful setting that feels miles away while remaining just minutes from shopping, schools, Bradley International Airport, and major commuting routes

Welcome to 8 Hannah Way, a turn key single family home (condo), located in a 55+age community. The home is in fabulous condition and has been cared for since the day the owner built it. It has composite decking on the front and rear decks, and the rear deck has a covered roof, making it comfortable in all weather. The home has an open floor plan and boast 3 bedrooms and 3 full baths. The main level host 2 bedrooms, with the primary bath having a walk in closet and tub. The main living area has beautiful hardwood floors with an expansive living room that flows into the large kitchen with an abundance of cabinets and storage. An island creates a working space and the kitchen has ample room for sitting at the island or you can use the large dining area that joins the room. A laundry room also is located in this area for easy no stairs convenience. Another full bath is located on the main level. The attached garage connects to the home and the garage is large and has plenty of room for car

Your woodland hideaway awaits! Tucked along a peaceful cul-de-sac in a desirable Simsbury location, part of the sought-after Squadron Line Elementary district, 15 Sanctuary Drive offers a wonderful blend of privacy, natural beauty and convenience. Set on a level, wooded 1.1-acre lot, this inviting Colonial features 4 bedrooms, 3.1 baths and a thoughtfully designed layout for both everyday living and entertaining. The main level welcomes you with spacious living and dining rooms, an eat-in kitchen and convenient 1st-floor laundry. The kitchen flows naturally into the expansive family room with refinished floors. With 3 fireplaces throughout, there is no shortage of inviting places to relax. The private primary suite offers a sitting room/office, ensuite bath with jetted tub and double vanity, and custom walk-in closet. A partially finished walk-out lower level provides space for recreation, hobbies, a home office or guests. Outside, the deck overlooks the peaceful wooded setting, creati

Welcome to 39 Old Mill Court, where low-maintenance living meets comfort and convenience in a desirable Simsbury location. This spacious 2-bedroom, 2.5 bath townhouse features an attached garage, and a bright open floor plan designed for easy entertaining. Oversized windows fill the home with natural light; The gorgeous fireplace creates a warm and inviting focal point. The kitchen offers plenty of storage, an abundance of counter space and includes an adorable reading nook that is the perfect spot to enjoy your morning coffee or curl up with a good book. Upstairs you'll find two generously sized bedrooms and two full baths. An additional flex room can be used for a home office, craft space, playroom, etc. Step outside to your private patio for additional space to relax and enjoy the outdoors. A wonderful opportunity to enjoy everything this sought after community has to offer

Welcome Home! 4 Bedroom 2.5 Bathroom Colonial on a Level Private Lot across from Park. Built by Crane construction this is the model home for Hampton Village and completely remodeled in 2026 this house is a short distance to Granby Center shops, dining and Salmon Brook Park. Open and Bright the house has 21 New Thermal Windows, newly refinished hardwood floors throughout, New Kitchen with all new S/S appliances and granite counters and 3 New Bathrooms. New Recessed lights illuminate the new granite and new 5 burner stove with center gridle for steaks or pancakes in the morning. New Double S/S sink, new double door Refrigerator with ice maker completes this perfect kitchen. Off the kitchen is the laundry/bathroom with new tile floors and all new plumbing fixtures. The family room features a gorgeous glass front wood burning Hearthstone stove and wood burning fireplace which can heat most of the downstairs. Upstairs are 4 spacious bedrooms and a magnificent primary bedroom that is 22 fee

Welcome to Billingsgate, Simsbury's distinguished 55+ community where tranquility and turnkey luxury converge. This elegant townhome enchants with a sunny front porch overlooking the fountain and gazebo. Inside, the residence has been elevated with extensive premium upgrades. The front formal living room is now a captivating, sophisticated library. A cozy sanctuary designed to unwind and lose yourself in another world. The main level is tailored for effortless living, featuring a dramatic family room with soaring windows and Kitchen equipped with a gas cooktop, panel-ready appliances, and butler's pantry with a Subzero wine fridge. A sliding glass door opens to a private patio where afternoon sun beautifully illuminates the thoughtfully curated plantings. Meticulous enhancements shine throughout, including designer lighting fixtures, fresh interior paint, a new staircase runner, plush new carpeting, a chic powder room with designer wallpaper and new mirror, and a brand-new AC compresso

Overview Rustic Expanded Contemporary Cape designed for entertaining. Over 4000 sq ft boasts beautiful music room that can hold a grand piano for a concert with full mantle fireplace, Built in bookshelves, and hardwood floor, atrium doors to sunroom, vaulted ceiling, step down from Great room kitchen, Country kitchen, with rustic wood island and additional breakfast bar, spacious and tons of storage, SS appliances, cozy brick fp, - Bring your decorating ideas! Working from home' Get to work in your private office on the main floor. Relax in the evening in Primary suite with full bath. Invite the neighbors for a pool party and have them stay to watch the stars on the patio. Cedar closet in LL. Laundry on main floor. 3 full and 2 half baths. There is a enclosed sunroom overlooking a fenced yard with playscape and garden areas with fruit trees in this well planned approx 1 acre lot. 2 sheds. Minutes to elementary school, shops and trails. Potential for au pair/inlaw apt on first floor. 97

Discover a private wooded retreat in Harwinton, where distinctive character meets everyday comfort. A turret-style entry, open floor plan, spacious kitchen, and abundant windows and sliders connect the home to its natural surroundings. The first-floor primary suite offers an en-suite bath and convenient main-level living, while two upstairs bedrooms and abundant attic storage provide flexibility for family, guests, hobbies, or a home office. Gather around the wood stove in the living room or unwind in the three-season enclosed porch overlooking the peaceful setting. Bordered by state-owned land along the right side, this property offers privacy and a natural backdrop. Additional features include central air conditioning, 200-amp electrical service, a generator transfer switch, and a partial basement with utility space. A unique opportunity for buyers seeking space, character, and a quiet country setting, yet convenient to local schools, parks, amenities, and major commuting routes

Down a long private drive, this light-filled, artisan-built Cape blends over 5 acres of meadow and woods with Haystack Mountain views into a rare setting-complete privacy and close to town, summer music concerts, and the local swimming hole. Native cherry hardwood floors, solid wood doors, and wood trim run throughout. A central chimney anchors two fireplaces, while the main-floor primary suite allows for easy one-level living. Efficient mini-split heating and cooling provide year-round comfort, with a furnace for the coldest winter days. The upper level offers two bedrooms, a full bath, abundant storage, and an unfinished skylit room with potential for a studio, office, or additional living space. A mostly finished, dry walkout basement adds valuable living space with a recreation room, full bath, and French doors leading outdoors. Another room offers numerous possibilities. Featuring a 2021 roof and an oversized Western red cedar deck completed in 2024, this well-maintained home is m

An increasingly rare opportunity to own a detached home in Litchfield for under $400,000! Just moments from the town Green, restaurants, shops, and everything that makes this historic New England town so special. Built in 1875, this charming three-bedroom, two-bath Cape offers a warm, character-filled interior and a surprisingly functional layout. The main level features a comfortable living room with hardwood floors and a gas fireplace, a dining room with wide-board oak flooring, a cozy kitchen, a full bath, and a generous, heated mudroom with laundry. An enclosed and heated front porch provides a bright, flexible space for morning coffee, a reading room, or a home office. Upstairs, the primary bedroom includes a private full bath and walk-in closet, while two additional bedrooms complete the second floor. Outside, a spacious back deck overlooks the level and manageable yard, offering room to garden, entertain, or simply enjoy your own outdoor space. A detached tandem two-car garage w

Spectacular value! New price, all furnishings, months-old 50 year roof, and more. Well-maintained home with over 2,500 sq. ft. of finished living area, sun-filled rooms and deck looking out over private forest preserve. Large, bright, completely finished lower-level space perfect as a Family Room or yoga / billiard / office area which is above grade and has walkout to rear grounds. 5-Star clubhouse with heated in-ground pool, full party facilities, basketball court, exercise equipment, quiet getaway-by-yourself area. Easy, affordable living just a few minutes from the center of Litchfield with its award-winning restaurants, wildlife and cultural attractions, great architectural treasures, and welcoming atmosphere for newcomers. Heated, finished, and walk-out lower level room of 554 sq. ft. makes a total living area of 2,526 sq. ft

Welcome to 108 Norfolk Road, a charming custom built, carriage house in historic Litchfield, Connecticut set on a private, flat 2 acre lot. This home features 3 bedrooms, with two on the first floor and the master suite on the upper main living level, and 2.5 beautifully updated baths with updated toilets, fixtures, and tile. The upper level boasts a light-filled living space, with vaulted ceilings and exposed beams, and an open-concept kitchen perfect for entertaining. When entering the ground level, you are met with houndstooth-tiled flooring paired with radiant heat throughout and full-wall windows looking out onto the expansive lawn area. The outdoor living area features a stone patio covered with a pergola and fire pit. Additional highlights include a whole-house generator, a two-car detached garage, and a new roof scheduled for installation in the coming weeks. Walking distance from the historic Litchfield Green, and minutes from local shops, dining, hiking trails, and picturesqu

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